O-(tert-butyldiphenylsilyl)-(2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol

Base Information

• Chemical Name: O-(tert-butyldiphenylsilyl)-(2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol
• CAS No.: 288582-52-5
• Molecular Formula: C₄₃H₅₀N₂O₃Si
• Molecular Weight: 670.967
• Mol file: 288582-52-5.mol

Synonyms:O-(tert-butyldiphenylsilyl)-(2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol

Chemical Property of O-(tert-butyldiphenylsilyl)-(2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(tert-butyldiphenylsilyl)-(2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol

There total 5 articles about O-(tert-butyldiphenylsilyl)-(2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol 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: 89.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol (288582-51-4) → O-(tert-butyldiphenylsilyl)-(2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol (288582-52-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 40h;

DOI:10.1021/jo000071g

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → O-(tert-butyldiphenylsilyl)-(2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol (288582-52-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / acetonitrile / 0 - 20 °C

2: 89 percent / DMAP; Et₃N / CH₂Cl₂ / 40 h / 20 °C

With dmap; triethylamine; In dichloromethane; acetonitrile; 1: Acylation / 2: silylation;

DOI:10.1021/jo000071g

Reference yield:

methyl N-trityl-L-serinate (13515-76-9,116457-91-1,4465-44-5) → O-(tert-butyldiphenylsilyl)-(2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol (288582-52-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / NH₃ / methanol / 96 h / 80 °C

2: 84 percent / LiAlH₄ / diethyl ether / 60 h / Heating

3: 91 percent / acetonitrile / 0 - 20 °C

4: 89 percent / DMAP; Et₃N / CH₂Cl₂ / 40 h / 20 °C

With dmap; lithium aluminium tetrahydride; ammonia; triethylamine; In methanol; diethyl ether; dichloromethane; acetonitrile; 1: Substitution / 2: Reduction / 3: Acylation / 4: silylation;

DOI:10.1021/jo000071g

upstream raw materials:

tert-butylchlorodiphenylsilane

(2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol

di-tert-butyl dicarbonate

methyl N-trityl-L-serinate

Downstream raw materials:

N-[(2S,4S)-4-[2-(benzyloxycarbonyl)-1-(tert-butyloxycarbonyl)pyrrolidinyl]]-(1R)-[(tert-butyldiphenylsilyloxy)methyl]-2-(tert-butyloxycarbonyl)aminoethylamine

N-[(2S,4S)-4-[2-(benzyloxycarbonyl)pyrrolidinyl]]-(1R)-[(tert-butyldiphenylsilyloxy)methyl]-2-aminoethylamine

O-(tert-butyldiphenylsilyl)-(2R)-amino-3-(tert-butyloxycarbonyl)aminopropanol