(2R,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,4R)-4-hydroxy-pyrrolidin-2-yl)-thiobutyric acid S-propyl ester

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Chemical Name:(2R,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,4R)-4-hydroxy-pyrrolidin-2-yl)-thiobutyric acid S-propyl ester
CAS No.:230646-80-7
Molecular Formula:C₂₇H₃₉NO₃SSi
Molecular Weight:485.763
Hs Code.:

Synonyms:(2R,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,4R)-4-hydroxy-pyrrolidin-2-yl)-thiobutyric acid S-propyl ester

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Chemical Property of (2R,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,4R)-4-hydroxy-pyrrolidin-2-yl)-thiobutyric acid S-propyl ester

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Technology Process of (2R,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,4R)-4-hydroxy-pyrrolidin-2-yl)-thiobutyric acid S-propyl ester

There total 3 articles about (2R,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,4R)-4-hydroxy-pyrrolidin-2-yl)-thiobutyric acid S-propyl 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: 70.0%

: 230646-79-4
2-[4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-3-(tert-butyl-diphenyl-silanyloxy)-thiobutyric acid S-propyl ester

: 230646-80-7
(2R,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,4R)-4-hydroxy-pyrrolidin-2-yl)-thiobutyric acid S-propyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1002/(SICI)1521-3773(19990419)38:8<1116::AID-ANIE1116>3.0.CO;2-M

Reference yield:

: 230646-77-2
5-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hexahydro-pyrrolo[1,2-b]isoxazole-3-carbothioic acid S-propyl ester

: 230646-80-7
(2R,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,4R)-4-hydroxy-pyrrolidin-2-yl)-thiobutyric acid S-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / Zn; CH₃COOH; H₂O / 12 h / 20 °C

2: 82 percent / imidazole / CH₂Cl₂ / 3 h / 20 °C

3: 70 percent / TBAF / tetrahydrofuran / 2 h / 0 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; water; acetic acid; zinc; In tetrahydrofuran; dichloromethane; 1: Reduction / 2: Silylation / 3: Desilylation;
DOI:10.1002/(SICI)1521-3773(19990419)38:8<1116::AID-ANIE1116>3.0.CO;2-M

Reference yield:

: 230646-78-3
(2R,3S)-2-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-3-hydroxy-thiobutyric acid S-propyl ester

: 230646-80-7
(2R,3S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-((2S,4R)-4-hydroxy-pyrrolidin-2-yl)-thiobutyric acid S-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / imidazole / CH₂Cl₂ / 3 h / 20 °C

2: 70 percent / TBAF / tetrahydrofuran / 2 h / 0 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; 1: Silylation / 2: Desilylation;
DOI:10.1002/(SICI)1521-3773(19990419)38:8<1116::AID-ANIE1116>3.0.CO;2-M