(3R,4S)-4-[benzyl(2-nitrobenzenesulfonyl)amino]-3-(tert-butyldimethylsilanyloxy)pent-1-ene

Base Information

Chemical Name:(3R,4S)-4-[benzyl(2-nitrobenzenesulfonyl)amino]-3-(tert-butyldimethylsilanyloxy)pent-1-ene
CAS No.:898831-80-6
Molecular Formula:C₂₄H₃₄N₂O₅SSi
Molecular Weight:490.696
Hs Code.:

Synonyms:(3R,4S)-4-[benzyl(2-nitrobenzenesulfonyl)amino]-3-(tert-butyldimethylsilanyloxy)pent-1-ene

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Chemical Property of (3R,4S)-4-[benzyl(2-nitrobenzenesulfonyl)amino]-3-(tert-butyldimethylsilanyloxy)pent-1-ene

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Technology Process of (3R,4S)-4-[benzyl(2-nitrobenzenesulfonyl)amino]-3-(tert-butyldimethylsilanyloxy)pent-1-ene

There total 3 articles about (3R,4S)-4-[benzyl(2-nitrobenzenesulfonyl)amino]-3-(tert-butyldimethylsilanyloxy)pent-1-ene 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%

: 898831-79-3
(3R,4S)-4-[benzyl(2-nitrobenzenesulfonyl)amino]pent-1-en-3-ol

: 69739-34-0
t-butyldimethylsiyl triflate

: 898831-80-6
(3R,4S)-4-[benzyl(2-nitrobenzenesulfonyl)amino]-3-(tert-butyldimethylsilanyloxy)pent-1-ene

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/jo0606002

Reference yield:

: 159721-18-3
(2S)-2-[benzyl(2-nitrobenzenesulfonyl)amino]propionic acid methyl ester

: 898831-80-6
(3R,4S)-4-[benzyl(2-nitrobenzenesulfonyl)amino]-3-(tert-butyldimethylsilanyloxy)pent-1-ene

Guidance literature:: Multi-step reaction with 2 steps

1.1: DIBAL-H / toluene; CH₂Cl₂ / 0.5 h / -78 °C

1.2: ZnCl₂; LiCl / tetrahydrofuran / 0.5 h / 0 °C

1.3: 88 percent / CH₂Cl₂; toluene; tetrahydrofuran / 2 h / 0 °C

2.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 12 h / 20 °C

With 2,6-dimethylpyridine; diisobutylaluminium hydride; In dichloromethane; toluene;
DOI:10.1021/jo0606002

Reference yield:

: 215056-53-4
N-(2-nitrobenzenesulfonyl)-(S)-alanine methyl ester

: 898831-80-6
(3R,4S)-4-[benzyl(2-nitrobenzenesulfonyl)amino]-3-(tert-butyldimethylsilanyloxy)pent-1-ene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 56.3 g / K₂CO₃ / dimethylformamide / 12 h / 20 °C

2.1: DIBAL-H / toluene; CH₂Cl₂ / 0.5 h / -78 °C

2.2: ZnCl₂; LiCl / tetrahydrofuran / 0.5 h / 0 °C

2.3: 88 percent / CH₂Cl₂; toluene; tetrahydrofuran / 2 h / 0 °C

3.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 12 h / 20 °C

With 2,6-dimethylpyridine; diisobutylaluminium hydride; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo0606002