(R)-N,N-dibenzyl-4-<(tert-butyldimethylsilyl)oxy>-2-chloro-1-butylamine

Base Information

• Chemical Name: (R)-N,N-dibenzyl-4-<(tert-butyldimethylsilyl)oxy>-2-chloro-1-butylamine
• CAS No.: 152298-92-5
• Molecular Formula: C₂₄H₃₆ClNOSi
• Molecular Weight: 418.094
• Mol file: 152298-92-5.mol

Synonyms:(R)-N,N-dibenzyl-4-<(tert-butyldimethylsilyl)oxy>-2-chloro-1-butylamine

Chemical Property of (R)-N,N-dibenzyl-4-<(tert-butyldimethylsilyl)oxy>-2-chloro-1-butylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N,N-dibenzyl-4-<(tert-butyldimethylsilyl)oxy>-2-chloro-1-butylamine

There total 6 articles about (R)-N,N-dibenzyl-4-<(tert-butyldimethylsilyl)oxy>-2-chloro-1-butylamine 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: 94.0%

(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(dibenzylamino)butan-1-ol (152299-13-3) → (R)-N,N-dibenzyl-4-<(tert-butyldimethylsilyl)oxy>-2-chloro-1-butylamine (152298-92-5)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; 1.) 0 deg C, 5 min, 2.) 1 h;

DOI:10.1021/jo00101a042

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (R)-N,N-dibenzyl-4-<(tert-butyldimethylsilyl)oxy>-2-chloro-1-butylamine (152298-92-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / imidazole / dimethylformamide / 2 h / 0 °C

2: 94 percent / MesCl, Et₃N / CH₂Cl₂ / 1.) 0 deg C, 5 min, 2.) 1 h

With 1H-imidazole; methanesulfonyl chloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00101a042

Reference yield:

(2S)-2-[bis(phenylmethyl)amino]-1,4-butanediol (137428-32-1) → (R)-N,N-dibenzyl-4-<(tert-butyldimethylsilyl)oxy>-2-chloro-1-butylamine (152298-92-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / imidazole / dimethylformamide / 2 h / 0 °C

2: 94 percent / MesCl, Et₃N / CH₂Cl₂ / 1.) 0 deg C, 5 min, 2.) 1 h

With 1H-imidazole; methanesulfonyl chloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00101a042

upstream raw materials:

(2S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-(dibenzylamino)butan-1-ol

(R)-2-<1-(N,N-dibenzylamino)-4-<(tert-butyldimethylsilyl)oxy>butyl> methanesulfonate

tert-butyldimethylsilyl chloride

(2S)-2-[bis(phenylmethyl)amino]-1,4-butanediol

Downstream raw materials:

tert-butyl (S)-1-<1-<2-(N,N-dibenzylamino)-4-bromobutyl>>-3-hydroxypyrrole-2-carboxylate

tert-butyl (S)-1-<1-<2-(N,N-dibenzylamino)-4-hydroxybutyl>>-3-hydroxypyrrole-2-carboxylate

(R)-1-(N,N-dibenzylamino)-4-<(tert-butyldimethylsilyl)oxy>-2-butylamine

(S)-2-(N,N-dibenzylamino)-4-<(tert-butyldimethylsilyl)oxy>-1-butylamine