(3R,4S)-5-phenyl-4-[N-(2,4,6-trimethylbenzenesulfonyl)amino]-1-penten-3-ol

Base Information

• Chemical Name: (3R,4S)-5-phenyl-4-[N-(2,4,6-trimethylbenzenesulfonyl)amino]-1-penten-3-ol
• CAS No.: 187531-98-2
• Molecular Formula: C₂₀H₂₅NO₃S
• Molecular Weight: 359.489

Synonyms:(3R,4S)-5-phenyl-4-[N-(2,4,6-trimethylbenzenesulfonyl)amino]-1-penten-3-ol

Chemical Property of (3R,4S)-5-phenyl-4-[N-(2,4,6-trimethylbenzenesulfonyl)amino]-1-penten-3-ol

Chemical Property:

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Technology Process of (3R,4S)-5-phenyl-4-[N-(2,4,6-trimethylbenzenesulfonyl)amino]-1-penten-3-ol

There total 2 articles about (3R,4S)-5-phenyl-4-[N-(2,4,6-trimethylbenzenesulfonyl)amino]-1-penten-3-ol 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:

2-mesitylenesulphonyl chloride (773-64-8) + (4S,3R)-4-amino-5-phenyl-pent-1-en-3-ol (132273-11-1) → (3R,4S)-5-phenyl-4-[N-(2,4,6-trimethylbenzenesulfonyl)amino]-1-penten-3-ol (187531-98-2)

Guidance literature:

With triethylamine; In chloroform; at 0 ℃; for 1h; Yield given;

DOI:10.1021/jo961760o

Reference yield:

((1S,2R)-1-benzyl-2-hydroxybut-3-enyl)carbamic acid tert-butyl ester (99113-30-1) → (3R,4S)-5-phenyl-4-[N-(2,4,6-trimethylbenzenesulfonyl)amino]-1-penten-3-ol (187531-98-2)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / 1 h / 0 °C

2: Et₃N / CHCl₃ / 1 h / 0 °C

With triethylamine; trifluoroacetic acid; In chloroform;

DOI:10.1021/jo961760o

Reference yield: 78.0%

(3R,4S)-5-phenyl-4-[N-(2,4,6-trimethylbenzenesulfonyl)amino]-1-penten-3-ol (187531-98-2) → (2S,3S)-3-benzyl-N-(2,4,6-trimethylbenzensulfonyl)-2-vinylaziridine (187532-00-9)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃; for 5h;

DOI:10.1021/jo961760o

upstream raw materials:

2-mesitylenesulphonyl chloride

(4S,3R)-4-amino-5-phenyl-pent-1-en-3-ol

((1S,2R)-1-benzyl-2-hydroxybut-3-enyl)carbamic acid tert-butyl ester

Downstream raw materials:

(2S,3S)-3-benzyl-N-(2,4,6-trimethylbenzensulfonyl)-2-vinylaziridine

(2R,3S)-3-benzyl-N-(2,4,6-trimethylbenzensulfonyl)-2-vinylaziridine

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