CAS: 84348-38-9; (S)-1-(Tert-Butoxycarbonyl)-4-Methylenepyrrolidine-2-Carboxylic Acid

该化合物是氨酸分泌的一种衍生物,其特点是在分泌环的4位置上存在一种乙型丁氧碳酸(Boc)保护组和一个甲型苯基,该化合物通常用于有机合成,特别是浸泡物化学领域,因为它有能力作为合成更复杂的分子的构件.Boc组在各种化学反应中提供稳定性并保护矿山的功能,允许有选择地进行修改.N-Boc-4-甲基-L-proline一般是白色的对非白色固体的,有机溶液,如二氯甲烷和二甲基硫氧化物,但水中溶解程度较低.其结构有助于其独特的再活动性和特性,使其在制药和生物活性化合物的开发中具有价值.与许多化学物质一样,应观察到适当的处理和安全防范措施,因为如果浸泡或吸入,可能会对健康造成危害.

英文名称(S)-1-(Tert-Butoxycarbonyl)-4-Methylenepyrrolidine-2-Carboxylic Acid
中文名称N-叔丁氧羰基-4-亚甲基-L-脯氨酸
IUPAC名称(S)-1-(tert-butoxycarbonyl)-4-methylenepyrrolidine-2-carboxylic acid
其它别名(S)-1-(叔丁氧羰基)-4-亚甲基吡咯烷-2-羧酸; N-Boc-4-Methylene-L-Proline
CAS编号84348-38-9
MFCD编号:MFCD01861787
EINECS号:687-059-1
分子式:C11H17NO4
分子量:227.26
产品CID: 1831940
产品分类有机原料→分子砌块→脂肪杂环类化合物→吡咯烷类化合物

相似结构搜索
InChIKey: ULLGRIBXGPATMA-QMMMGPOBSA-N
InChI=1S/C11H17NO4/c1-7-5-8(9(13)14)12(6-7)10(15)16-11(2,3)4/h8H,1,5-6H2,2-4H3,(H,13,14)/t8-/m0/s1…
计算化学: 氢键受体数3.0氢键供体数1.0可旋转键数1.0

相似化合物

84348-39-0 1427175-11-8 144539-45-7

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
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2
严重眼刺激类别2A
警示词Warning(警告)
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-P264-P271-P280-P302+P352
UN编号NONH for all modes of transport
危险品标志Xi
安全声明26
危险类别码36/37/38
WGK Germany3

欧盟法规

ECHA物质C&L通报

上下游产品

合成工艺路线路线简述

1779-49-3 + 84348-37-8 = 84348-38-9
反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran
标题:Development Of A Manufacturing Process For An Hcv Protease Inhibitor Candidate Molecule
作者:Littler,Benjamin J.; Et Al
参考文献:Organic Process Research & Development 日期:2015 卷标:19(1) 页码:270-283]

84348-39-0 = 84348-38-9
反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Methanol,Water
标题:Probing For Improved Selectivity With Dipeptide-Derived Inhibitors Of Dipeptidyl Peptidases 8 And 9: The Impact Of P1-Variation
作者:Heirbaut,Leen; Et Al
参考文献:Medchemcomm 日期:2016 卷标:7(3) 页码:433-438]

163190-46-3 = 84348-38-9
反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 32 H,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 2
标题:An Enantioselective Approach To 4-Substituted Proline Scaffolds: Synthesis Of (S)-5-(Tert-Butoxy Carbonyl)-5-Azaspiro[2.4]Heptane-6-Carboxylic Acid
作者:Lopez,Blanca; Et Al
参考文献:Molecules 日期:2020 卷标:25(23)]

13726-69-7 = 84348-38-9
反应条件:1.1 Reagents: Trichloroisocyanuric Acid Catalysts: Tempo Solvents: Dichloromethane; 30 Min,0 °C; 3 H,Rt1.2 Reagents: Water; 15 Min,Rt2.1 Reagents: Potassium Tert-Butoxide Solvents: Tetrahydrofuran; Overnight,Rt; Rt -> -10 °C2.2 -10 °C -> Rt; 2 H,Rt2.3 Reagents: Sodium Bisulfate Solvents: Water
标题:Synthesis Of 4-(Arylmethyl)Proline Derivatives
作者:Loosli,Simon; Et Al
参考文献:Synlett 日期:2019 卷标:30(4) 页码:508-510]

13726-69-7 = 84348-38-9
反应条件:1.1 Catalysts: Tempo Solvents: Dichloromethane; 20 Min,0 °C1.2 Reagents: Sodium Hypochlorite Solvents: Water; 30 Min,0 - 10 °C1.3 Reagents: Sodium Bisulfate Solvents: Water; 10 °C -> 20 °C2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran
标题:Development Of A Manufacturing Process For An Hcv Protease Inhibitor Candidate Molecule
作者:Littler,Benjamin J.; Et Al
参考文献:Organic Process Research & Development 日期:2015 卷标:19(1) 页码:270-283

Di-Tert-Butyl (S)-4-Methylenepyrrolidine-1,2-Dicarboxylate置于potassium Hydroxide体系中,用四氢呋喃,甲醇,水作为反应溶剂,化学反应 32.0H,以78%的收率获得产物n-Boc-4-亚甲基-L-脯氨酸
参考文献:4-取代脯氨酸支架的对映选择性方法:合成 (S)-5-(叔丁氧基羰基)-5-Azaspiro[2.4]Heptane-6-Carboxylic Acid
标题:4-取代脯氨酸支架的对映选择性方法:合成 (S)-5-(叔丁氧基羰基)-5-Azaspiro[2.4]Heptane-6-Carboxylic Acid
摘要:描述了 (S)-4-亚甲基脯氨酸支架的催化和对映选择性制备.关键反应是甘氨酸亚胺类似物的一锅双烯丙基烷基化,在金可尼丁衍生的催化剂存在下,在相转移条件下.这些 4-亚甲基取代的脯氨酸衍生物是常用的药物化学原料.特别是,我们已将 (S)-4-亚甲基脯氨酸叔丁酯 (12) 转化为 N-Boc 保护的 5-氮杂螺[2.4] 庚烷-6-羧酸 (1),这是工业合成中的关键元素抗病毒药物雷迪帕韦.
DOI:10.3390/molecules25235644

海关参考信息

2901210000-乙烯
2901220000-丙烯
2905122000-异丙醇
2905143000-叔丁醇
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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-8927739-B2
优先权日:2011-05-18
标题 :Processes for the preparation of 5-azaspiro[2.4]heptane-6-carboxylic acid and its derivatives
发明人：QIU YAO-LING; PENG XIAOWEN; KIM IN JONG; CAO HUI; TANG DATONG; OR YAT SUN; WANG GUOQIANG; XU GUOYOU
权利人:ENANTA PHARM INC
摘要:The present invention relates generally to an improved process for the preparation of 5-azaspiro[2.4]heptane-6-carboxylic acid and its derivatives which are useful intermediates in the synthesis of biologically active molecules, especially in the synthesis of hepatits C virus NS5A inhibitors. In particular, the present invention relates to processes and intermediates for the preparation of compounds of formulae (Ia), (Ib) and (Ic):

专利号:EP-2883876-A1
优先权日:2013-12-16
标题:Stereoselective synthesis of substituted pyrrolidines
发明人：ABELE STEFAN; REBER STEFAN
权利人:ACTELION PHARMACEUTICALS LTD
摘要:The present invention relates to a halo-lactonization process for the stereoselective preparation of protected 1-(halo-methyl)-3-oxo-2-oxa-5-azabicyclo[2.2.1]heptane derivatives of formula (II)n nwherein Hal and R 1 are as defined in the description. The invention further relates to the novel compounds of formula (II), and to their further transformation to the compounds of formula (III)n nwherein R 1 , R 2 , R 3 , and R 4 are as defined in the description.

专利号:US-9718807-B2
优先权日:2012-06-05
标题 :Synthesis of antiviral compound
发明人：SCOTT ROBERT WILLIAM; VITALE JUSTIN PHILIP; MATTHEWS KENNETH STANLEY; TERESK MARTIN GERALD; FORMELLA ALEXANDRA; EVANS JARED WAYNE
权利人:GILEAD PHARMASSET LLC
摘要:The present disclosure provides processes for the preparation of a compound of formula I: n nwhich is useful as an antiviral agent. The disclosure also provides compounds that are synthetic intermediates to compounds of formula I.

专利号:US-2013324740-A1
优先权日:2012-06-05
标题:Synthesis of antiviral compound

专利号:US-2015232453-A1
优先权日:2012-06-05
标题 :Synthesis of antiviral compound

专利号:US-2016340345-A1
优先权日:2012-06-05
标题 :Synthesis of antiviral compound