3-((2S,5R)-2-(tert-butyldiphenylsilyloxymethyl)-1-p-toluenesulfonylpyrrolidin-5-yl)-propan-1-ol

Base Information

Chemical Name:3-((2S,5R)-2-(tert-butyldiphenylsilyloxymethyl)-1-p-toluenesulfonylpyrrolidin-5-yl)-propan-1-ol
CAS No.:716336-79-7
Molecular Formula:C₃₁H₄₁NO₄SSi
Molecular Weight:551.822
Hs Code.:

Synonyms:3-((2S,5R)-2-(tert-butyldiphenylsilyloxymethyl)-1-p-toluenesulfonylpyrrolidin-5-yl)-propan-1-ol

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Chemical Property of 3-((2S,5R)-2-(tert-butyldiphenylsilyloxymethyl)-1-p-toluenesulfonylpyrrolidin-5-yl)-propan-1-ol

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Technology Process of 3-((2S,5R)-2-(tert-butyldiphenylsilyloxymethyl)-1-p-toluenesulfonylpyrrolidin-5-yl)-propan-1-ol

There total 5 articles about 3-((2S,5R)-2-(tert-butyldiphenylsilyloxymethyl)-1-p-toluenesulfonylpyrrolidin-5-yl)-propan-1-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: 95.0%

: 916152-68-6
(2R,5S)-2-(3-Benzyloxy-propyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-pyrrolidine

: 716336-79-7
3-((2S,5R)-2-(tert-butyldiphenylsilyloxymethyl)-1-p-toluenesulfonylpyrrolidin-5-yl)-propan-1-ol

Guidance literature:: With hydrogen; palladium dihydroxide; In ethanol; at 20 ℃; for 62h; under 760 Torr;
DOI:10.1016/j.tet.2006.05.088

Reference yield: 86.0%

: 98-59-9
p-toluenesulfonyl chloride

: 716336-76-4
(S)-5-(3-(benzyloxy)propyl)-2-(tert-butyldiphenylsilyloxymethyl)-3,4-dihydro-2H-pyrrole

: 716336-79-7
3-((2S,5R)-2-(tert-butyldiphenylsilyloxymethyl)-1-p-toluenesulfonylpyrrolidin-5-yl)-propan-1-ol

Guidance literature:: (S)-5-(3-(benzyloxy)propyl)-2-(tert-butyldiphenylsilyloxymethyl)-3,4-dihydro-2H-pyrrole; With hydrogen; platinum(IV) oxide;

p-toluenesulfonyl chloride; In triethylamine;

With hydrogen; palladium dihydroxide; Further stages.;
DOI:10.1016/j.tetlet.2004.03.171

Reference yield:

: 916152-63-1
(2R,5S)-2-(3-Benzyloxy-propyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-pyrrolidine

: 716336-79-7
3-((2S,5R)-2-(tert-butyldiphenylsilyloxymethyl)-1-p-toluenesulfonylpyrrolidin-5-yl)-propan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / Et₃N; DMAP / CH₂Cl₂ / 14 h / 20 °C

2: 95 percent / hydrogen / Pd(OH)2/C / ethanol / 62 h / 20 °C / 760 Torr

With dmap; hydrogen; triethylamine; palladium dihydroxide; In ethanol; dichloromethane;
DOI:10.1016/j.tet.2006.05.088