(S,E)-methyl 4-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pent-2-enoate

Base Information

• Chemical Name: (S,E)-methyl 4-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pent-2-enoate
• CAS No.: 186429-20-9
• Molecular Formula: C₂₇H₃₇NO₅Si
• Molecular Weight: 483.68
• Mol file: 186429-20-9.mol

Synonyms:(S,E)-methyl 4-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pent-2-enoate

Chemical Property of (S,E)-methyl 4-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pent-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,E)-methyl 4-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pent-2-enoate

There total 4 articles about (S,E)-methyl 4-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pent-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:

di-tert-butyl dicarbonate (24424-99-5) → (S,E)-methyl 4-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pent-2-enoate (186429-20-9)

Guidance literature:

Multi-step reaction with 5 steps

4: Dibal

With diisobutylaluminium hydride;

DOI:10.1016/S0040-4039(96)02105-3

Reference yield:

2-(tert-butoxycarbonylamino)-3-hydroxypropionic acid methyl ester (95715-85-8) → (S,E)-methyl 4-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pent-2-enoate (186429-20-9)

Guidance literature:

Multi-step reaction with 3 steps

2: Dibal

With diisobutylaluminium hydride;

DOI:10.1016/S0040-4039(96)02105-3

Reference yield:

methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(tert-butyldiphenylsilyloxy)propanoate (171564-48-0) → (S,E)-methyl 4-((tert-butoxycarbonyl)amino)-5-((tert-butyldiphenylsilyl)oxy)pent-2-enoate (186429-20-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Dibal

With diisobutylaluminium hydride;

DOI:10.1016/S0040-4039(96)02105-3

upstream raw materials:

methyl (triphenylphosphoranylidene)acetate

tert-butyl N-[(1R)-1-[[tert-butyl(diphenyl)silyl]oxymethyl]-2-oxo-ethyl]carbamate

di-tert-butyl dicarbonate

2-(tert-butoxycarbonylamino)-3-hydroxypropionic acid methyl ester

Downstream raw materials:

(1R,2S,5S,6R)-3-aza-3-<(tert-butyl)oxycarbonyl>-6-methoxycarbonylbicyclo<3.1.0>hexyl-2-carboxylic acid

(1R,2S,5S,6R)-3-aza-3-<(tert-butyl)oxycarbonyl>-6-methoxycarbonylbicyclo<3.1.0>hexyl-2-methanol

(1R,3S,4S,5S,6S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methoxycarbonylmethyl-6-vinyl-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

(1S,3S,4S,5S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methoxycarbonylmethyl-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester