toluene-4-sulfonic acid 2-(6-acetylaminopyridin-3-yl)-(2R)-(tert-dimethylsilyloxy)ethyl ester

Base Information

• Chemical Name: toluene-4-sulfonic acid 2-(6-acetylaminopyridin-3-yl)-(2R)-(tert-dimethylsilyloxy)ethyl ester
• CAS No.: 263898-20-0
• Molecular Formula: C₂₂H₃₂N₂O₅SSi
• Molecular Weight: 464.658

Synonyms:toluene-4-sulfonic acid 2-(6-acetylaminopyridin-3-yl)-(2R)-(tert-dimethylsilyloxy)ethyl ester

Chemical Property of toluene-4-sulfonic acid 2-(6-acetylaminopyridin-3-yl)-(2R)-(tert-dimethylsilyloxy)ethyl ester

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Technology Process of toluene-4-sulfonic acid 2-(6-acetylaminopyridin-3-yl)-(2R)-(tert-dimethylsilyloxy)ethyl ester

There total 3 articles about toluene-4-sulfonic acid 2-(6-acetylaminopyridin-3-yl)-(2R)-(tert-dimethylsilyloxy)ethyl ester 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: 94.6%

(R)-Toluene-4-sulfonic acid 2-(6-acetylamino-pyridin-3-yl)-2-hydroxy-ethyl ester (207922-62-1) + tert-butyldimethylsilyl chloride (18162-48-6) → toluene-4-sulfonic acid 2-(6-acetylaminopyridin-3-yl)-(2R)-(tert-dimethylsilyloxy)ethyl ester (263898-20-0)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 25 ℃; for 14h; Large scale;

DOI:10.1021/op049969o

Reference yield:

1H-imidazole (288-32-4) + (R)-Toluene-4-sulfonic acid 2-(6-acetylamino-pyridin-3-yl)-2-hydroxy-ethyl ester (207922-62-1) + X water + tert-butyldimethylsilyl chloride (18162-48-6) → toluene-4-sulfonic acid 2-(6-acetylaminopyridin-3-yl)-(2R)-(tert-dimethylsilyloxy)ethyl ester (263898-20-0)

Guidance literature:

In N-methyl-acetamide; water; ethyl acetate;

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid 2-(6-acetylaminopyridin-3-yl)-(2R)-(tert-dimethylsilyloxy)ethyl ester (263898-20-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 4 h / 0 °C / Large scale

2: 1H-imidazole / N,N-dimethyl-formamide / 14 h / 25 °C / Large scale

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1021/op049969o

upstream raw materials:

1H-imidazole

(R)-Toluene-4-sulfonic acid 2-(6-acetylamino-pyridin-3-yl)-2-hydroxy-ethyl ester

tert-butyldimethylsilyl chloride

p-toluenesulfonyl chloride

Downstream raw materials:

N-{5-[(1R)-2-{[2-(4-bromophenyl)ethyl]amino}-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl]-2-pyridinyl}acetamide

C₂₃H₃₄IN₃O₃Si

2-(4{2-[2-(6-Acetylamino-pyridin-3-yl)-2(R)-(t-butyldimethylsilyloxy)-ethylamino]-ethoxy}-phenyl)-N-methyl-acetamide

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