CAS: 79069-13-9; Boc-L-Alaninol

该化合物是一种受保护的氨基酒精试剂,用作浸泡物合成的一个构件,由于它拥有乙型-丁氧碳基(Boc)保护小组,它提供了更好的稳定性和储存寿命,有助于在合成过程中高效地结合反应,并尽量减少副产品形成.

英文名称Boc-L-Alaninol
中文名称N-Boc-L-丙氨醇
IUPAC名称tert-butyl (S)-(1-hydroxypropan-2-yl)carbamate
其它别名N-tert-Butoxycarbonyl-L-alaninol
CAS编号79069-13-9
MFCD编号:MFCD00043121
EINECS号:807-439-4
FDA UNII编号:57BU9FA6VG
分子式:C8H17NO3
分子量:175.23
产品CID: 1784650
产品分类生物化工 → 氨基酸及其衍生物 → 氨基醇类衍生物

相似结构搜索
InChIKey: PDAFIZPRSXHMCO-LURJTMIESA-N
InChI=1S/C8H17NO3/c1-6(5-10)9-7(11)12-8(2,3)4/h6,10H,5H2,1-4H3,(H,9,11)/t6-/m0/s1…
计算化学: 氢键受体数3.0氢键供体数2.0可旋转键数4.0

物理性质

熔点59-62 °C(文献)
沸点276.4±23.0 °C at 760 mmHg
闪点121.0±22.6 °C
密度1.0±0.1 g/cm3
PH:-11 º (c=1, chloroform)
pKa:12.11±0.46(预测)
PSA:58.56
LogP:0.84
旋光度-11º(C=1,CHLOROFORM)
折射率1.450
蒸汽压0.0±1.3 mmHg at 25°C
溶解性Almost Transparency In Methanol
敏感性远离氧化物。
外观形态白色结晶粉末或块状物
储存条件密封干燥,2-8°C
产品应用该化合物用于浸泡物合成和制药研究中.该化合物的特征是三丁基碳基(BOC)保护组,该组增强了其稳定性和反应性,使其成为合成各种和蛋白质的基本构件.其独特结构允许在温和条件下有选择地去保护,便利以有控制的方式生产复杂的分子.

MSDS等安全信息

GHS符号GHS07
危险类别特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2A
警示词Warning
危险描述H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
防范说明P261-P271-P280
UN编号NONH for all modes of transport
危险品标志Xi
安全声明22-24/25
WGK Germany3

欧盟法规

REACH注册C&L通报

上下游产品

合成工艺路线路线简述

24424-99-5 + 2749-11-3 = 79069-13-9
反应条件:1.1 Reagents: Triethylamine Solvents: Methanol; 12 H,0 °C
标题:Novel Analogues Of Istaroxime,A Potent Inhibitor Of Na+,K+-Atpase: Synthesis And Structure-Activity Relationship
作者:Gobbini,Mauro; Armaroli,Silvia; Banfi,Leonardo; Benicchio,Alessandra; Carzana,Giulio; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2008 卷标:51(15) 页码:4601-4608]

24424-99-5 + 2749-11-3 = 79069-13-9
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; Rt -> 0 °C1.2 Solvents: 1,4-Dioxane; 3 H,Rt1.3 Reagents: Ammonium Chloride Solvents: Water; Ph 8,Rt
标题:Aplyronine A,A Potent Antitumor Macrolide Of Marine Origin,And The Congeners Aplyronines B And C: Isolation,Structures,And Bioactivities
作者:Ojika,Makoto; Kigoshi,Hideo; Yoshida,Yoshifumi; Ishigaki,Takeshi; Nisiwaki,Masanori; Et Al
参考文献:Tetrahedron 日期:2007 卷标:63(15) 页码:3138-3167]

631914-55-1 = 79069-13-9
反应条件:1.1 Reagents: Lithium Chloride,Sodium Borohydride Solvents: Tetrahydrofuran; Rt
标题:Synthesis Of α-(R)-/γ-(S)-Dimethyl Substituted Peptide Nucleic Acid Submonomer Using Mitsunobu Reaction
作者:Abdelbaky,Ahmed S.; Prokhorov,Ivan A.; Smirnov,Igor P.; Koroleva,Kristina M.; Shvets,Vitaliy I.; Et Al
参考文献:Letters In Organic Chemistry 日期:2019 卷标:16(5) 页码:437-446]

28875-17-4 = 79069-13-9
反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 0 °C; 0 °C -> Rt1.2 Reagents: Sodium Hydroxide,Hydrogen Peroxide Solvents: Water; Rt1.3 Solvents: Diethyl Ether; 30 Min,Rt
标题:New Building Block For Polyhydroxylated Piperidine: Total Synthesis Of 1,6-Dideoxynojirimycin
作者:Rengasamy,Rajesh; Curtis-Long,Marcus J.; Seo,Woo Duck; Jeong,Seong Hun; Jeong,Ill-Yun; Et Al
参考文献:Journal Of Organic Chemistry 日期:2008 卷标:73(7) 页码:2898-2901]

24424-99-5 + 2749-11-3 = 79069-13-9
反应条件:1.1 Catalysts: Tungstate; 5 Min,Rt
标题:Sulfated Tungstate: A Highly Efficient,Recyclable And Ecofriendly Catalyst For Chemoselective N-Tert Butyloxycarbonylation Of Amines Under The Solvent-Free Conditions
作者:Ingale,Ajit P.; Shinde,Sandeep V.; Thorat,Nitin M.
参考文献:Synthetic Communications 日期:2021 卷标:51(16) 页码:2528-2543]

28875-17-4 = 79069-13-9
反应条件:1.1 Reagents: Calcium Chloride,Sodium Borohydride Solvents: Ethanol,Tetrahydrofuran; 0 °C -> Rt; 6 H,Rt
标题:Enantioselective Synthesis Of The Side-Chain Acid Of Homoharringtonine And Harringtonine From The Same γ-Butyrolactone Intermediate
作者:Sun,Moran; Li,Yinchao; Shi,Xiufang; Niu,Changling; Yang,Hua
参考文献:Arkivoc (Gainesville 日期:2016 卷标:(4) 页码:172-183]

28875-17-4 = 79069-13-9
反应条件:1.1 Reagents: Sodium Borohydride Solvents: Methanol,Tetrahydrofuran; 20 Min,65 °C; 1 H,65 °C
标题:Synthesis And Antimalarial Activity Of New 4-Aminoquinolines Active Against Drug Resistant Strains
作者:Kondaparla,Srinivasarao; Soni,Awakash; Manhas,Ashan; Srivastava,Kumkum; Puri,Sunil K.; Et Al
参考文献:Rsc Advances 日期:2016 卷标:6(107) 页码:105676-105689]

24424-99-5 + 2749-11-3 = 79069-13-9
反应条件:1.1 Reagents: Triethylamine Solvents: Dichloromethane; Rt
标题:Discovery Of A Novel Chemotype Of Potent Human Enac Blockers Using A Bioisostere Approach. Part 2: α-Branched Quaternary Amines
作者:Hunt,Thomas; Atherton-Watson,Hazel C.; Collingwood,Stephen P.; Coote,Kevin J.; Czarnecki,Sarah; Et Al
参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2012 卷标:22(8) 页码:2877-2879]

24424-99-5 + 2749-11-3 = 79069-13-9
反应条件:1.1 Reagents: Triethylamine Solvents: Tetrahydrofuran; 0 °C; 0 °C -> Rt; 1.5 H,Rt
标题:Enantiopure 1,4-Benzoxazines Via 1,2-Cyclic Sulfamidates. Synthesis Of Levofloxacin
作者:Bower,John F.; Szeto,Peter; Gallagher,Timothy
参考文献:Organic Letters 日期:2007 卷标:9(17) 页码:3283-3286]

24424-99-5 + 2749-11-3 = 79069-13-9
反应条件:1.1 Catalysts: Thiamine Hydrochloride; 3 Min,Rt
标题:Thiamine Hydrochloride As A Recyclable Organocatalyst For The Efficient And Chemoselective N-Tert-Butyloxycarbonylation Of Amines
作者:Ingale,Ajit P.; Garad,Dnyaneshwar N.; Ukale,Dattatraya; Thorat,Nitin M.; Shinde,Sandeep V.
参考文献:Synthetic Communications 日期:2021 卷标:51(24) 页码:3791-3804]

24424-99-5 + 2749-11-3 = 79069-13-9
反应条件:1.1 3 Min,Rt
标题:Ultrasound Promoted Environmentally Benign,Highly Efficient,And Chemoselective N-Tert-Butyloxycarbonylation Of Amines By Reusable Sulfated Polyborate
作者:Pise,Ashok A.; Ingale,Ajit P.; Dalvi,Navnath R.
参考文献:Synthetic Communications 日期:2021 卷标:51(24) 页码:3768-3780]

24424-99-5 + 2749-11-3 = 79069-13-9
反应条件:1.1 Reagents: Diisopropylethylamine Solvents: Tetrahydrofuran; 0 °C; 6 H,Rt
标题:Novel Enantioselective Fluorescent Sensors For Malate Anion Based On Acridine
作者:Li,Qian; Xu,Kuoxi; Song,Pan; Dai,Yanpeng; Yang,Li; Et Al
参考文献:Dyes And Pigments 日期:2014 卷标:109 页码:169-174]

24424-99-5 + 2749-11-3 = 79069-13-9
反应条件:1.1 Reagents: Triethylamine Solvents: Acetonitrile; 24 H,Rt
标题:L-Glutamic Acid And L-Alanine Derivatives As Building Blocks For The Synthesis Of A Chiral Monomer Precursor Of Aabb-Type Polyamide
作者:Gomez,Romina V.; Orgueira,Hernan A.; Varela,Oscar
参考文献:Arkivoc (Gainesville 日期:2003 卷标:(10) 页码:201-208

N-叔丁氧羰基-L-丙氨酸置于sodium Tetrahydroborate,N,N'-二环己基碳二亚胺体系中,用四氢呋喃,水作为反应溶剂,化学反应 1.0H,反应生成 N-Boc-L-丙氨醇
参考文献:N保护的β-氨基醇和短肽的便捷合成和晶体学分析†
标题:N保护的β-氨基醇和短肽的便捷合成和晶体学分析†
摘要:一种简便,高效且无外消旋的方法,使用该方法合成n保护的β-氨基醇和肽醇n-羟基琥珀酰亚胺描述了活性酯.使用这种方法,可以高产率分离出二肽,三肽和五肽醇.分析了β-氨基醇,二肽和三肽醇的晶体构象,在三肽醇晶体中观测到了明确定义的iii型β角.发现该方法与fmoc-,Boc-和其他侧链保护基相容.
DOI:10.1039/c0Ob01226B

海关参考信息

2905122000-异丙醇
2905143000-叔丁醇
2912110000-甲醛
2915110000-甲酸
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:US-5869725-A
优先权日:1994-05-17
标题:Derivatives of aminosulfonic acids, utilization of the same in the synthesis of pseudopeptides and process for their preparation
发明人：GENNARI CESARE; POTENZA DONATELLA; SALOM BARBARA
权利人:PHARMACIA & UPJOHN SPA
摘要:Derivatives of gamma-amino-alpha,beta-unsaturated sulfonic acids, a process for the preparation of the same and their utilization in the synthesis of pseudopeptides characterized by the presence of at least a sulfonamide type bond conjugated to a double bond are described.

专利号:US-2004110228-A1
优先权日:2002-04-01
标题:Combinatorial organic synthesis of unique biologically active compounds
发明人：MCALPINE SHELLI R; TAYLOR RACHEL E; BOLLA MEGAN L; SEGALL ANCA M
摘要:The invention provides a method for making a combinatorial library of cyclic compounds, such as Holliday junction-trapping compounds, comprising the steps of (a) obtaining a plurality of trimers according to the generic structure X 1- X 2- X 3 , wherein X 1 , X 2 and X 3 can be independently any naturally or nonnaturally occurring amino acids or peptidomimetics thereof; (b) optionally coupling a spacer S to the trimer at either end; (c) cyclizing two trimers or trimer-spacer conjugates in a head-to-tail orientation; thereby obtaining a combinatorial library of compounds, wherein the library does not include an unmodifed or naturally occurring Holliday Junction-trapping compounds. The invention additionally provides methods macrocyclic compounds that are synergimycin derivatives.

专利号:WO-9955684-A1
优先权日:1998-04-29
标题 :Solid supported synthesis of sulfonated 2-oxopiperazines
发明人：GOLEBIOWSKI ADAM; KLOPFENSTEIN SEAN REES
权利人:PROCTER & GAMBLE; GOLEBIOWSKI ADAM; KLOPFENSTEIN SEAN REES
摘要:The subject invention involves processes for making 2-oxopiperazine and homologous compounds using a solid support resin by (a) removing the protecting group from a N-protected amino acid ester of the resin (if present), (b) reacting the resulting unprotected resin ester with a sulfonyl chloride, (c) reacting the resulting intermediate with a N-protected amino alcohol, (d) removing the N-protecting group from the N from the amino alcohol, and (e) cleaving/cyclizing the product from the resin.

专利号:US-6774125-B2
优先权日:1998-06-22
标题:Deoxyamino acid compounds, pharmaceutical compositions comprising same, and methods for inhibiting Î²-amyloid peptide release and/or its synthesis by use of such compounds
发明人：AUDIA JAMES E; THOMPSON RICHARD C; WILKIE STEPHEN C; BRITTON THOMAS C; PORTER WARREN J; HUFFMAN GEORGE W; LATIMER LEE H
权利人:ELAN PHARM INC; LILLY CO ELI
摘要:Disclosed are compounds which inhibit Î²-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits Î²-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.

专利号:US-6509331-B1
优先权日:1998-06-22
标题:Deoxyamino acid compounds, pharmaceutical compositions comprising same, and methods for inhibiting Î²-amyloid peptide release and/or its synthesis by use of such compounds
发明人：AUDIA JAMES E; THOMPSON RICHARD C; WILKIE STEPHEN C; BRITTON THOMAS C; PORTER WARREN J; HUFFMAN GEORGE W; LATIMER LEE H
权利人:ELAN PHARM INC; LILLY CO ELI
摘要:Disclosed are compounds which inhibit beta-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits beta-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.

专利号:EP-0759902-B1
优先权日:1994-05-17
标题:Derivatives of aminosulfonic acids, utilization of the same in the synthesis of pseudopeptides and process for their preparation

其他信息查阅

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网址: http://www.ckcbiotech.com
电话: 028-028-0000000 13008177686👤
地址：武侯立交桥东祥云路1169号红帆蓝调1-12-16

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合成参考文献

摘要:Shi, Y.; Cole-Hamilton, D. J.; Kamer, P. C. J., Science of Synthesis: Catalytic Reduction in Organic Synthesis, (2017) 2, 200.
摘要:Sasano, Y.; Iwabuchi, Y., Science of Synthesis: Special Topics, (2022) 1, 345.

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CAS: 79069-13-9; Boc-L-Alaninol

该化合物是一种受保护的氨基酒精试剂,用作浸泡物合成的一个构件,由于它拥有乙型-丁氧碳基(Boc)保护小组,它提供了更好的稳定性和储存寿命,有助于在合成过程中高效地结合反应,并尽量减少副产品形成.

物理性质

MSDS等安全信息

欧盟法规

上下游产品

合成工艺路线路线简述

海关参考信息

专利信息

其他信息查阅

供应商参考报价(招募中)

品牌试剂参考报价(招募中)

实用工具

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