methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester

Base Information

• Chemical Name: methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester
• CAS No.: 437713-03-6
• Molecular Formula: C₂₂H₃₉NO₆SSi
• Molecular Weight: 473.706
• Mol file: 437713-03-6.mol

Synonyms:methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester

Chemical Property of methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester

There total 4 articles about methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester 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:

tert-butyldimethylsilyl chloride (18162-48-6) + methanesulfonyl chloride (124-63-0) + (2S,3S)-3-(t-butoxycarbonylamino)-4-phenylbutane-1,2-diol (149451-80-9) → methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester (437713-03-6)

Guidance literature:

tert-butyldimethylsilyl chloride; (2S,3S)-3-(t-butoxycarbonylamino)-4-phenylbutane-1,2-diol; With dmap; triethylamine; In toluene; at 50 ℃; for 3h; Large scale;

methanesulfonyl chloride; In toluene; at 0 - 5 ℃; for 3h; Large scale;

DOI:10.1021/op025504r

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester (437713-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide

2: NEt₃; 4-DMAP / CH₂Cl₂

With 1H-imidazole; dmap; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 1: silylation / 2: mesylation;

DOI:10.1016/S0040-4039(99)00568-7

Reference yield:

(2S,3S)-3-(t-butoxycarbonylamino)-4-phenylbutane-1,2-diol (149451-80-9) → methanesulfonic acid 2-tert-butoxycarbonylamino-1-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-propyl ester (437713-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide

2: NEt₃; 4-DMAP / CH₂Cl₂

With 1H-imidazole; dmap; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 1: silylation / 2: mesylation;

DOI:10.1016/S0040-4039(99)00568-7

upstream raw materials:

methanesulfonyl chloride

[1-benzyl-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propyl]-carbamic acid tert-butyl ester

tert-butyldimethylsilyl chloride

(2S,3S)-3-(t-butoxycarbonylamino)-4-phenylbutane-1,2-diol

Downstream raw materials:

(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

tert-butyl[(1S,2S)-1-benzyl-3-ethoxy-2-hydroxypropyl]carbamate

1-[4-(pyridine-2-yl)phenyl]-5(S)-2,5-bis[(tert-butyloxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2-azahexane

1-[4-(pyridin-2-yl)phenyl]-4(S)-hydroxy-5(S)-2,5-diamino-6-phenyl-2-azahexane trihydrochloride