(2S,3S,4S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-((E)-4-hydroxy-1-phenylsulfanylmethyl-but-2-enyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Name:(2S,3S,4S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-((E)-4-hydroxy-1-phenylsulfanylmethyl-but-2-enyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:115185-84-7
Molecular Formula:C₃₅H₆₃NO₅SSi₂
Molecular Weight:666.126
Hs Code.:
Mol file:115185-84-7.mol

(2S,3S,4S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-((E)-4-hydroxy-1-phenylsulfanylmethyl-but-2-enyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (2S,3S,4S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-((E)-4-hydroxy-1-phenylsulfanylmethyl-but-2-enyl)-pyrrolidine-1-carboxylic acid tert-butyl ester Edit

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Technology Process of (2S,3S,4S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-((E)-4-hydroxy-1-phenylsulfanylmethyl-but-2-enyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 1 articles about (2S,3S,4S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-((E)-4-hydroxy-1-phenylsulfanylmethyl-but-2-enyl)-pyrrolidine-1-carboxylic acid 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:

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 103314-30-3,103314-37-0,111563-58-7
(2S,3S,4S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-(1-formyl-2-phenylsulfanyl-ethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 107729-90-8,107729-96-4,115185-84-7
(2S,3S,4S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-((E)-4-hydroxy-1-phenylsulfanylmethyl-but-2-enyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With sodium hydride; diisobutylaluminium hydride; Yield given. Multistep reaction; 1.) THF, 0 degC, 20 min; 2.) 0 degC, 20 min;
DOI:10.1246/cl.1986.1399

Reference yield:

: 107729-90-8,107729-96-4,115185-84-7
(2S,3S,4S)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-((E)-4-hydroxy-1-phenylsulfanylmethyl-but-2-enyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 86630-10-6
acromelic acid B

Guidance literature:: Multi-step reaction with 7 steps

5: 1.) PDC / 1.) DMF, 40 degC, 16 h

6: 1.) mCPBA; 2.) TFAA / 1.) 16 h, r.t; 2.) DMF, 16 h, r.t.

7: 1.) KOH; 2.) TFA / 1.) MeOH, 16 h, r.t; 2.) 30 min, r.t.

With potassium hydroxide; dipyridinium dichromate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; trifluoroacetic anhydride;
DOI:10.1246/cl.1986.1399