CAS: 87219-29-2; (S)-Benzyl (5-Oxotetrahydrofuran-3-yl)Carbamate

该化合物是一种化学化合物,具有氨基功能组,其特征为:与氮原子(N)相连的碳基(C=O)组,也与烷基或丙烯基组捆绑在一起;该化合物来源于五人组成的含氧芳香环,有助于其独特的再活动性和特性;四氢结构的存在表明,该化合物已发生局部氢化,导致饱和循环结构;该特性(S---)表示该化合物具有特定的立体化学特性,可影响其生物活动和相互作用;苯基通常会增强脂性,可能会影响生物系统的溶性与易感性.

英文名称(S)-Benzyl (5-Oxotetrahydrofuran-3-yl)Carbamate
中文名称(S)-5-氧代四氢呋喃-3-氨基甲酸苄酯
IUPAC名称benzyl (S)-(5-oxotetrahydrofuran-3-yl)carbamate
其它别名(S)-4-(苄氧羰基氨基)四氢呋喃-2-酮; Benzyl [(3S)-5-Oxotetrahydrofuran-3-Yl]Carbamate
CAS编号87219-29-2
MFCD编号:MFCD00216569
EINECS号:695-050-9
分子式:C12H13NO4
分子量:235.24
产品CID: 1878104
产品分类有机原料→分子砌块→芳环类化合物→苯类化合物

相似结构搜索
InChIKey: BNIBNUOPVTZWRT-JTQLQIEISA-N
InChI=1S/C12H13NO4/c14-11-6-10(8-16-11)13-12(15)17-7-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H,13,15)/t10-/m0/s1…
计算化学: 氢键受体数4.0氢键供体数1可旋转键数3

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别皮肤致敏类别1
急性毒性类别4(经口)
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2
警示词Warning(警告)
危险描述H317 |可能引起皮肤过敏反应.
H302 |吞咽有害.
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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
UN编号UN 2811
危险品标志Xi
安全声明36/37-24/25
危险类别码43
WGK Germany3

欧盟法规

ECHA物质C&L通报

上下游产品

Z-天冬氨酸酸酐 N-Benzyloxycarbonyl-L-Aspartic Acid Anhydride 4515-23-5
(3S)-4-羟基-3-[[(苯基甲氧基)羰基]氨基]-丁酸-1,1-二甲基乙酯 Tert-Butyl (S)-3-Benzyloxycarbonylamino-4-Hydroxybutyrate 146398-02-9
N-Benzyloxycarbonyl (S)-β-Homoserine Benzyl Ester 133565-44-3
N-Cbz-L-天冬氨酸 N-Cbz-L-Asp 1152-61-0
(S)-2-Cbz-氨基丁烷-1,4-二醇 [(1S)-3-Hydroxy-1-(Hydroxymethyl)Propyl]Carbamic Acid Phenylmethyl Ester 118219-23-1
N-Carbobenzoxy-L-Aspartic Acid α,β-Diethyl Ester 57471-70-2
N-Benzyloxycarbonyl-L-Aspartic Anhydride 88966-25-0
Cbz-L-天门冬氨酸β-苄酯 Z-Asp(Obzl)-Oh 3479-47-8
3-氧代环丁基氨基甲酸苄酯 Benzyl (3-Oxocyclobutyl)Carbamate 130369-36-7

合成工艺路线路线简述

4515-23-5 = 87219-29-2
反应条件:1.1 Reagents: Lithium Borohydride Catalysts: Sodium Borohydride
标题:Development Of Chiral β-Dicarbonyl Equivalents. Enantiodivergent Alkylation Of Aspartic Acid
作者:Mcgarvey,Glenn J.; Et Al
参考文献:Tetrahedron Letters 日期:1983 卷标:24(27) 页码:2733-6]

4515-23-5 = 87219-29-2
反应条件:1.1 Reagents: Sodium Borohydride Solvents: Tetrahydrofuran; 16 H,Rt
标题:A New Entry To Polyfunctionalized 4,5-Trans Disubstituted Oxazolidin-2-Ones From L-Aspartic Acid
作者:Luppi,Gianluigi; Et Al
参考文献:Synlett 日期:2003 卷标:(6) 页码:797-800]

4515-23-5 = 87219-29-2
反应条件:1.1 Reagents: Sodium Borohydride Solvents: Tetrahydrofuran; 0 °C; 16 H,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 2
标题:β-Pseudopeptide Foldamers. The Homo-Oligomers Of (4R)-(2-Oxo-1,3-Oxazolidin-4-Yl)-Acetic Acid (D-Oxac)
作者:Luppi,Gianluigi; Et Al
参考文献:Organic & Biomolecular Chemistry 日期:2004 卷标:2(15) 页码:2181-2187]

57471-70-2 = 87219-29-2
反应条件:1.1 Reagents: Sodium Borohydride Solvents: Ethanol; 16 H
标题:Studies Towards The Total Synthesis Of Batzelladine A
作者:Elliott,Mark C.; Et Al
参考文献:Organic & Biomolecular Chemistry 日期:2004 卷标:2(14) 页码:2003-2011]

130369-36-7 = 87219-29-2
反应条件:1.1 Reagents: Glucose,Oxygen Catalysts: Nadph,Glucose Dehydrogenase Solvents: Methanol,Water; 24 H,Ph 9,30 °C
标题:Baeyer-Villiger Monooxygenase-Catalyzed Desymmetrizations Of Cyclobutanones. Application To The Synthesis Of Valuable Spirolactones
作者:Rodriguez-Mata,Maria; Et Al
参考文献:Tetrahedron 日期:2016 卷标:72(46) 页码:7268-7275]

56-84-8 = 87219-29-2 [标题:Reaction Conditions
标题:L-Aspartic Acid
作者:Guevel,Alyx-Caroline
参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001 卷标:1 页码:1-2]

1152-61-0 = 87219-29-2 + 123673-31-4
反应条件:1.1 Solvents: Acetic Anhydride; 1 Min1.2 Reagents: Sodium Borohydride Solvents: Tetrahydrofuran; 16 H,Rt
标题:Introduction Of 4(S)-Oxazolidineacetic Acid,2-Oxo (D-Oxac) Motif In A Polypeptide Chain: Synthesis And Conformational Analysis
作者:Luppi,Gianluigi; Et Al
参考文献:Organic & Biomolecular Chemistry 日期:2003 卷标:1(2) 页码:247-250]

133565-44-3 = 87219-29-2
反应条件:1.1 Reagents: P-Toluenesulfonic Acid Solvents: Benzene
标题:A Facile Synthesis Of Chiral N-Protected β-Amino Alcohols
作者:Rodriguez,Marc; Et Al
参考文献:Tetrahedron Letters 日期:1991 卷标:32(7) 页码:923-6]

56-84-8 = 87219-29-2 [标题:Reaction Conditions
标题:L-Aspartic Acid
作者:Guevel,Alyx-Caroline
参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001]

1152-61-0 = 87219-29-2
反应条件:1.1 Reagents: Acetic Anhydride; 1 Min2.1 Reagents: Sodium Borohydride Solvents: Tetrahydrofuran; 0 °C; 16 H,Rt2.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 2
标题:β-Pseudopeptide Foldamers. The Homo-Oligomers Of (4R)-(2-Oxo-1,3-Oxazolidin-4-Yl)-Acetic Acid (D-Oxac)
作者:Luppi,Gianluigi; Et Al
参考文献:Organic & Biomolecular Chemistry 日期:2004 卷标:2(15) 页码:2181-2187]

1152-61-0 = 87219-29-2
反应条件:1.1 Reagents: Acetic Anhydride Solvents: Acetic Anhydride; 1 Min2.1 Reagents: Sodium Borohydride Solvents: Tetrahydrofuran; 16 H,Rt
标题:A New Entry To Polyfunctionalized 4,5-Trans Disubstituted Oxazolidin-2-Ones From L-Aspartic Acid
作者:Luppi,Gianluigi; Et Al
参考文献:Synlett 日期:2003 卷标:(6) 页码:797-800]

1152-61-0 = 87219-29-2
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Ethyl Acetate2.1 Reagents: Sodium Borohydride Solvents: Tetrahydrofuran2.2 Reagents: Hydrochloric Acid Solvents: Ethanol
标题:Synthesis Of Cis-Substituted β-Lactams,Potential Intermediates For Cis-Carbapenems,From L-Aspartic Acid
作者:Takahashi,Yoshio; Et Al
参考文献:Chemical & Pharmaceutical Bulletin 日期:1986 卷标:34(7) 页码:3020-4]

3479-47-8 = 87219-29-2
反应条件:1.1 Reagents: 4-Methylmorpholine,Isobutyl Chloroformate Solvents: 1,2-Dimethoxyethane1.2 Reagents: Sodium Borohydride Solvents: 1,2-Dimethoxyethane,Water2.1 Reagents: P-Toluenesulfonic Acid Solvents: Benzene
标题:A Facile Synthesis Of Chiral N-Protected β-Amino Alcohols
作者:Rodriguez,Marc; Et Al
参考文献:Tetrahedron Letters 日期:1991 卷标:32(7) 页码:923-6]

56-84-8 = 87219-29-2
反应条件:1.1 Reagents: Thionyl Chloride Solvents: Ethanol; 30 Min,0 °C1.2 16 H,Reflux1.3 Reagents: Sodium Carbonate; 16 H,Reflux1.4 Reagents: Sodium Carbonate; Reflux -> 0 °C; 2 H,Rt1.5 Reagents: Hydrochloric Acid Solvents: Water; Neutralized2.1 Reagents: Sodium Borohydride Solvents: Ethanol; 16 H
标题:Studies Towards The Total Synthesis Of Batzelladine A
作者:Elliott,Mark C.; Et Al
参考文献:Organic & Biomolecular Chemistry 日期:2004 卷标:2(14) 页码:2003-2011]

118219-23-1 = 87219-29-2 + 35677-89-5
反应条件:1.1 Reagents: Biphenyl Catalysts: 2,2′-Bipyridine,1-Methylimidazole,Tempo,Copper(1+),Tetrakis(Acetonitrile)-,(T-4)-,1,1,1-Trifluoromethanesulfonate (1:... Solvents: Acetonitrile; 6 H,22 °C1.2 Solvents: Water; 15 Min,Rt
标题:Efficient And Selective Cu/nitroxyl-Catalyzed Methods For Aerobic Oxidative Lactonization Of Diols
作者:Xie,Xiaomin; Et Al
参考文献:Journal Of The American Chemical Society 日期:2015 卷标:137(11) 页码:3767-3770]

1152-61-0 = 87219-29-2 + 35677-89-5
反应条件:1.1 Reagents: Calcium Chloride,Sodium Borohydride Solvents: Ethanol,Tetrahydrofuran; 25 °C; 25 °C -> 0 °C; 12 H,Rt1.2 Reagents: Citric Acid Solvents: Water; 0 °C2.1 Reagents: Biphenyl Catalysts: 2,2′-Bipyridine,1-Methylimidazole,Tempo,Copper(1+),Tetrakis(Acetonitrile)-,(T-4)-,1,1,1-Trifluoromethanesulfonate (1:... Solvents: Acetonitrile; 6 H,22 °C2.2 Solvents: Water; 15 Min,Rt
标题:Efficient And Selective Cu/nitroxyl-Catalyzed Methods For Aerobic Oxidative Lactonization Of Diols
作者:Xie,Xiaomin; Et Al
参考文献:Journal Of The American Chemical Society 日期:2015 卷标:137(11) 页码:3767-3770

Cbz-L-天门冬氨酸β-苄酯置于n-甲基吗啉,Sodium Tetrahydroborate,对甲苯磺酸体系中,用乙二醇二甲醚,水,苯作为反应溶剂,化学反应 0.03H,反应生成 (S)-Cbz-3-氨基-Y-丁内酯
参考文献:简便的手性n保护的β-氨基醇的合成.
标题:简便的手性n保护的β-氨基醇的合成.
摘要:通过在有机/水介质中通过nabh 4还原n-保护的α-氨基酸的混合酸酐可以容易地获得手性的n-保护的β-氨基醇.由n-保护的天冬氨酸的侧链或主链还原得到的醇以非常好的产率转化为内酯.
DOI:10.1016/s0040-4039(00)92121-X