(Z)-methyl 2-(tert-butoxycarbonylamino)but-2-enoate

Base Information

• Chemical Name: (Z)-methyl 2-(tert-butoxycarbonylamino)but-2-enoate
• CAS No.: 63658-16-2
• Molecular Formula: C10H17NO4
• Molecular Weight: 215.25
• Hs Code.: 2924199090
• Mol file: 63658-16-2.mol

Synonyms:Methyl (2Z)-2-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-2-buten oate;

Chemical Property of (Z)-methyl 2-(tert-butoxycarbonylamino)but-2-enoate

Chemical Property:

• Melting Point: 72.5-73.5℃ (ethyl acetate hexane )
• Boiling Point: 285.3±32.0℃ (760 Torr)
• Flash Point: 126.3±25.1℃
• PSA: 68.12000
• Density: 1.061±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 1.79230
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

(Z)-Methyl2-(tert-butoxycarbonylamino)but-2-enoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (Z)-methyl 2-(tert-butoxycarbonylamino)but-2-enoate

There total 43 articles about (Z)-methyl 2-(tert-butoxycarbonylamino)but-2-enoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

Boc-L-Thr(O-Boc)-OMe (1010687-19-0) → (Z)-methyl 2-((tertbutoxycarbonyl)amino)but-2-enoate (63658-16-2)

Guidance literature:

With N,N,N',N'-tetramethylguanidine; In acetonitrile;

DOI:10.1002/ejoc.200700669

Reference yield: 93.0%

Boc-L-Thr(Ms)-OMe (99216-72-5) → methyl 2-(N-(1,1-dimethylethoxy)methanamido)butenoate (56776-41-1,63658-16-2,55477-81-1)

Guidance literature:

With potassium hydroxide; In methanol; at 0 ℃; for 0.666667h;

Reference yield: 92.0%

N-(tert-butoxycarbonyl)-l-threonine methyl ester (60538-19-4,79479-07-5,96099-84-2,113525-91-0) → (Z)-methyl 2-((tertbutoxycarbonyl)amino)but-2-enoate (63658-16-2)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; copper(l) chloride; In chloroform; for 5h; Ambient temperature;

upstream raw materials:

methyl N-(tert-butoxycarbonyl)-2-aminobutyrate

N-(tert-butoxycarbonyl)-l-threonine methyl ester

(2R,3S)-methyl 2-((tert-butoxycarbonyl)amino)-3-fluorobutanoate

Boc-L-Thr(Ms)-OMe

Downstream raw materials:

2-tert-Butoxycarbonylamino-but-3-enoic acid methyl ester

(S)-methyl 2-(((tert-butoxy)carbonyl)amino)butanoate

methyl (2R) 2-<(1,1-dimethylethoxy)carbonyl amino>butyrate

(Z)-1-amino-2-methylcyclopropanecarboxylic acid methyl ester hydrochloride

Refernces

• 1、 -. "SUBSTITUTED HETEROCYCLICS WITH THERAPEUTIC ACTIVITY IN HIV". . . Retrieved 2021/05/29.
• 2、 Yang, Yong-Qing,Ji, Meng-Chen,Lu, Zheng,Jiang, Mao,Huang, Wei-Wei,He, Xue-Zhi. "Facile access to α,β-dehydroalanine and α,β-dehydroamino butyric acid derivatives from DL-serines and threonines". supporting information. p. 977 - 982. Retrieved 2016/07/12.