(2S,3S,4R)-1-(tert-Butoxycarbonyl)-2-(tert-butyldiphenylsilyloxymethyl)-3-(2-hydroxyethyl)-4-phenylpyrrolidine

Base Information

Chemical Name:(2S,3S,4R)-1-(tert-Butoxycarbonyl)-2-(tert-butyldiphenylsilyloxymethyl)-3-(2-hydroxyethyl)-4-phenylpyrrolidine
CAS No.:254763-34-3
Molecular Formula:C₃₄H₄₅NO₄Si
Molecular Weight:559.821
Hs Code.:

Synonyms:(2S,3S,4R)-1-(tert-Butoxycarbonyl)-2-(tert-butyldiphenylsilyloxymethyl)-3-(2-hydroxyethyl)-4-phenylpyrrolidine

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Chemical Property of (2S,3S,4R)-1-(tert-Butoxycarbonyl)-2-(tert-butyldiphenylsilyloxymethyl)-3-(2-hydroxyethyl)-4-phenylpyrrolidine

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Technology Process of (2S,3S,4R)-1-(tert-Butoxycarbonyl)-2-(tert-butyldiphenylsilyloxymethyl)-3-(2-hydroxyethyl)-4-phenylpyrrolidine

There total 4 articles about (2S,3S,4R)-1-(tert-Butoxycarbonyl)-2-(tert-butyldiphenylsilyloxymethyl)-3-(2-hydroxyethyl)-4-phenylpyrrolidine 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: 80.0%

: 226922-00-5
(3R,4S,5S)-1-(tert-Butoxycarbonyl)-3-phenyl-4-(ethoxycarbonylmethyl)-5-(tert-butyldiphenylsilyloxymethyl)pyrrolidin-2-one

: 254763-34-3
(2S,3S,4R)-1-(tert-Butoxycarbonyl)-2-(tert-butyldiphenylsilyloxymethyl)-3-(2-hydroxyethyl)-4-phenylpyrrolidine

Guidance literature:: With dimethylsulfide borane complex; In tetrahydrofuran; Heating;
DOI:10.1016/S0040-4039(99)00431-1

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 254763-34-3
(2S,3S,4R)-1-(tert-Butoxycarbonyl)-2-(tert-butyldiphenylsilyloxymethyl)-3-(2-hydroxyethyl)-4-phenylpyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 50 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 20 °C

2: 75 percent / BH₃*DMS / tetrahydrofuran / 24 h / Heating

With dmap; dimethylsulfide borane complex; triethylamine; In tetrahydrofuran; dichloromethane; 1: Acylation / 2: Reduction;
DOI:10.1039/a905809e

Reference yield:

: 226921-99-9
(3R,4S,5S)-3-Phenyl-4-(ethoxycarbonylmethyl)-5-(tert-butyldiphenylsilyloxymethyl)pyrrolidin-2-one

: 254763-34-3
(2S,3S,4R)-1-(tert-Butoxycarbonyl)-2-(tert-butyldiphenylsilyloxymethyl)-3-(2-hydroxyethyl)-4-phenylpyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 50 percent / Et₃N; DMAP / CH₂Cl₂ / 24 h / 20 °C

2: 75 percent / BH₃*DMS / tetrahydrofuran / 24 h / Heating

With dmap; dimethylsulfide borane complex; triethylamine; In tetrahydrofuran; dichloromethane; 1: Acylation / 2: Reduction;
DOI:10.1039/a905809e