(3R,4S,5R,6S)-6-Acetylamino-5-hydroxy-4-(2,2,2-trichloro-acetylamino)-piperidine-1,3-dicarboxylic acid 3-benzhydryl ester 1-tert-butyl ester

Base Information

Chemical Name:(3R,4S,5R,6S)-6-Acetylamino-5-hydroxy-4-(2,2,2-trichloro-acetylamino)-piperidine-1,3-dicarboxylic acid 3-benzhydryl ester 1-tert-butyl ester
CAS No.:175890-24-1
Molecular Formula:C₂₈H₃₂Cl₃N₃O₇
Molecular Weight:628.937
Hs Code.:

Synonyms:(3R,4S,5R,6S)-6-Acetylamino-5-hydroxy-4-(2,2,2-trichloro-acetylamino)-piperidine-1,3-dicarboxylic acid 3-benzhydryl ester 1-tert-butyl ester

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Chemical Property of (3R,4S,5R,6S)-6-Acetylamino-5-hydroxy-4-(2,2,2-trichloro-acetylamino)-piperidine-1,3-dicarboxylic acid 3-benzhydryl ester 1-tert-butyl ester

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Technology Process of (3R,4S,5R,6S)-6-Acetylamino-5-hydroxy-4-(2,2,2-trichloro-acetylamino)-piperidine-1,3-dicarboxylic acid 3-benzhydryl ester 1-tert-butyl ester

There total 4 articles about (3R,4S,5R,6S)-6-Acetylamino-5-hydroxy-4-(2,2,2-trichloro-acetylamino)-piperidine-1,3-dicarboxylic acid 3-benzhydryl ester 1-tert-butyl 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: 9.0%

: 175890-27-4
(3aS,4S,7R,7aS)-4-Acetylamino-2-trichloromethyl-3a,6,7,7a-tetrahydro-4H-oxazolo[5,4-c]pyridine-5,7-dicarboxylic acid 7-benzhydryl ester 5-tert-butyl ester

: 175721-59-2
(3R,4S,5S,6S)-6-Acetylamino-5-hydroxy-4-(2,2,2-trichloro-acetylamino)-piperidine-1,3-dicarboxylic acid 3-benzhydryl ester 1-tert-butyl ester

: 175890-24-1
(3R,4S,5R,6S)-6-Acetylamino-5-hydroxy-4-(2,2,2-trichloro-acetylamino)-piperidine-1,3-dicarboxylic acid 3-benzhydryl ester 1-tert-butyl ester

Guidance literature:: With pyridine; toluene-4-sulfonic acid;
DOI:10.1021/ja953989b

Reference yield:

: N-(tert-butoxycarbonyl)-3,4-didehydro-4-deoxysiastatin B

: 175890-24-1
(3R,4S,5R,6S)-6-Acetylamino-5-hydroxy-4-(2,2,2-trichloro-acetylamino)-piperidine-1,3-dicarboxylic acid 3-benzhydryl ester 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / CH₂Cl₂; methanol / Ambient temperature

2: 76 percent / DBU / CH₂Cl₂ / 0.08 h / Ambient temperature

3: 9 percent / aq. p-toluenesulfonic acid, pyridine / 2 h / 80 °C

With pyridine; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane;
DOI:10.1021/jm960627l

Reference yield:

: 175721-63-8
(5S,6S)-6-Acetylamino-5-hydroxy-5,6-dihydro-2H-pyridine-1,3-dicarboxylic acid 3-benzhydryl ester 1-tert-butyl ester

: 175890-24-1
(3R,4S,5R,6S)-6-Acetylamino-5-hydroxy-4-(2,2,2-trichloro-acetylamino)-piperidine-1,3-dicarboxylic acid 3-benzhydryl ester 1-tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / DBU / CH₂Cl₂ / 0.08 h / Ambient temperature

2: 9 percent / aq. p-toluenesulfonic acid, pyridine / 2 h / 80 °C

With pyridine; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1021/jm960627l