N-[(1R,2R)-2-Allyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-nitro-phenyl)-ethyl]-2,2-dichloro-acetamide

Base Information

• Chemical Name: N-[(1R,2R)-2-Allyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-nitro-phenyl)-ethyl]-2,2-dichloro-acetamide
• CAS No.: 165063-88-7
• Molecular Formula: C₂₀H₃₀Cl₂N₂O₅Si
• Molecular Weight: 477.46
• Mol file: 165063-88-7.mol

Synonyms:N-[(1R,2R)-2-Allyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-nitro-phenyl)-ethyl]-2,2-dichloro-acetamide

Chemical Property of N-[(1R,2R)-2-Allyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-nitro-phenyl)-ethyl]-2,2-dichloro-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(1R,2R)-2-Allyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-nitro-phenyl)-ethyl]-2,2-dichloro-acetamide

There total 3 articles about N-[(1R,2R)-2-Allyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-nitro-phenyl)-ethyl]-2,2-dichloro-acetamide 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:

chloramphenicol (56-75-7,85666-84-8) → N-[(1R,2R)-2-Allyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-nitro-phenyl)-ethyl]-2,2-dichloro-acetamide (165063-88-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / imidazole / dimethylformamide / 19 h / Ambient temperature

2: 1.) NaH / 1.) DMF, RT, 10 min, 2.) DMF, a) 0 deg C, 1 h, b) RT, 10.5 h

With 1H-imidazole; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/ja00128a006

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → N-[(1R,2R)-2-Allyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-nitro-phenyl)-ethyl]-2,2-dichloro-acetamide (165063-88-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / imidazole / dimethylformamide / 19 h / Ambient temperature

2: 1.) NaH / 1.) DMF, RT, 10 min, 2.) DMF, a) 0 deg C, 1 h, b) RT, 10.5 h

With 1H-imidazole; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/ja00128a006

Reference yield:

allyl bromide (106-95-6) + chloramphenicol (864529-25-9) → N-[(1R,2R)-2-Allyloxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-nitro-phenyl)-ethyl]-2,2-dichloro-acetamide (165063-88-7)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMF, RT, 10 min, 2.) DMF, a) 0 deg C, 1 h, b) RT, 10.5 h;

DOI:10.1021/ja00128a006

upstream raw materials:

allyl bromide

chloramphenicol

chloramphenicol

tert-butyldimethylsilyl chloride

Downstream raw materials:

[4-(2,2,2-Trifluoro-acetylamino)-phenyl]-acetic acid (2R,3R)-3-allyloxy-2-(2,2-dichloro-acetylamino)-3-(4-nitro-phenyl)-propyl ester