(2S)-1-(Benzyloxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>pyrrolidine

Base Information

• Chemical Name: (2S)-1-(Benzyloxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>pyrrolidine
• CAS No.: 128359-99-9
• Molecular Formula: C₁₉H₃₁NO₃Si
• Molecular Weight: 349.546
• Mol file: 128359-99-9.mol

Synonyms:(2S)-1-(Benzyloxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>pyrrolidine

Chemical Property of (2S)-1-(Benzyloxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-1-(Benzyloxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>pyrrolidine

There total 4 articles about (2S)-1-(Benzyloxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>pyrrolidine 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: 100.0%

N-Cbz-Prolinol (6216-63-3) + tert-butyldimethylsilyl chloride (18162-48-6) → (2S)-1-(Benzyloxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>pyrrolidine (128359-99-9)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; Ambient temperature;

Reference yield: 80.0%

(S)-1-(benzyloxycarbonyl)-5-[(tert-butyldimethylsilyl)oxymethyl]-2-pyrrolidinone (153870-09-8) → (2S)-1-(Benzyloxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>pyrrolidine (128359-99-9)

Guidance literature:

With dimethylsulfide borane complex;

DOI:10.1021/ja00376a048

Reference yield:

N-(tert-butoxycarbonyl)-L-prolinol (69610-40-8) → (2S)-1-(Benzyloxycarbonyl)-2-<<(tert-butyldimethylsilyl)oxy>methyl>pyrrolidine (128359-99-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

2: 46 percent / CF₃SO₃H / cyclohexane / 1 h

With 1H-imidazole; trifluorormethanesulfonic acid; In cyclohexane; N,N-dimethyl-formamide;

DOI:10.1021/jo00304a035

upstream raw materials:

(S)-1-(benzyloxycarbonyl)-5-[(tert-butyldimethylsilyl)oxymethyl]-2-pyrrolidinone

N-Cbz-Prolinol

tert-butyldimethylsilyl chloride

N-(tert-butoxycarbonyl)-L-prolinol

Downstream raw materials:

(2S)-2-({[(tert-butyl)(dimethyl)silyl]oxy}methyl)pyrrolidine