(2S,3R)-2-(benzyloxycarbonylamino)-3-(t-butyldimethylsiloxy)-1,1-diphenylbutanol

Base Information

• Chemical Name: (2S,3R)-2-(benzyloxycarbonylamino)-3-(t-butyldimethylsiloxy)-1,1-diphenylbutanol
• CAS No.: 173348-36-2
• Molecular Formula: C₃₀H₃₉NO₄Si
• Molecular Weight: 505.729
• Mol file: 173348-36-2.mol

Synonyms:(2S,3R)-2-(benzyloxycarbonylamino)-3-(t-butyldimethylsiloxy)-1,1-diphenylbutanol

Chemical Property of (2S,3R)-2-(benzyloxycarbonylamino)-3-(t-butyldimethylsiloxy)-1,1-diphenylbutanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-2-(benzyloxycarbonylamino)-3-(t-butyldimethylsiloxy)-1,1-diphenylbutanol

There total 7 articles about (2S,3R)-2-(benzyloxycarbonylamino)-3-(t-butyldimethylsiloxy)-1,1-diphenylbutanol 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: 93.0%

(2S,3R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)butanoate (104410-78-8) + phenylmagnesium bromide → (2S,3R)-2-(benzyloxycarbonylamino)-3-(t-butyldimethylsiloxy)-1,1-diphenylbutanol (173348-36-2)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1016/S0040-4020(98)00483-9

Reference yield: 93.0%

(2S,3R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)butanoate (104410-78-8) + phenylmagnesium bromide (100-58-3) → (2S,3R)-2-(benzyloxycarbonylamino)-3-(t-butyldimethylsiloxy)-1,1-diphenylbutanol (173348-36-2)

Guidance literature:

In tetrahydrofuran;

DOI:10.1016/0040-4039(95)01825-3

Reference yield:

methyl (2S,3R)-2-(benzyloxycarbonylamino)-3-hydroxybutyrate (57224-63-2) → (2S,3R)-2-(benzyloxycarbonylamino)-3-(t-butyldimethylsiloxy)-1,1-diphenylbutanol (173348-36-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / imidazole / dimethylformamide / 21 h / 20 °C

2: 93 percent / tetrahydrofuran / 4 h / 20 °C

With 1H-imidazole; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Substitution / 2: Grignard reaction;

DOI:10.1016/S0040-4020(98)00483-9

upstream raw materials:

(2S,3R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-((tert-butyldimethylsilyl)oxy)butanoate

phenylmagnesium bromide

methyl (2S,3R)-2-(benzyloxycarbonylamino)-3-hydroxybutyrate

N-benzyloxycarbonyl-L-treonine