Benzoic acid (1R,2R,3R,4S,7R,8S,9R)-3-(tert-butyl-dimethyl-silanyloxy)-9-(diethyl-isopropyl-silanyloxy)-7-hydroxy-1-((S)-1-methoxy-3-trimethylsilanyl-prop-2-ynyl)-2,4,8-trimethyl-5-oxo-decyl ester

Base Information

Chemical Name:Benzoic acid (1R,2R,3R,4S,7R,8S,9R)-3-(tert-butyl-dimethyl-silanyloxy)-9-(diethyl-isopropyl-silanyloxy)-7-hydroxy-1-((S)-1-methoxy-3-trimethylsilanyl-prop-2-ynyl)-2,4,8-trimethyl-5-oxo-decyl ester
CAS No.:749900-21-8
Molecular Formula:C₄₀H₇₂O₇Si₃
Molecular Weight:749.264
Hs Code.:

Benzoic acid (1R,2R,3R,4S,7R,8S,9R)-3-(tert-butyl-dimethyl-silanyloxy)-9-(diethyl-isopropyl-silanyloxy)-7-hydroxy-1-((S)-1-methoxy-3-trimethylsilanyl-prop-2-ynyl)-2,4,8-trimethyl-5-oxo-decyl ester

Synonyms:Benzoic acid (1R,2R,3R,4S,7R,8S,9R)-3-(tert-butyl-dimethyl-silanyloxy)-9-(diethyl-isopropyl-silanyloxy)-7-hydroxy-1-((S)-1-methoxy-3-trimethylsilanyl-prop-2-ynyl)-2,4,8-trimethyl-5-oxo-decyl ester

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Chemical Property of Benzoic acid (1R,2R,3R,4S,7R,8S,9R)-3-(tert-butyl-dimethyl-silanyloxy)-9-(diethyl-isopropyl-silanyloxy)-7-hydroxy-1-((S)-1-methoxy-3-trimethylsilanyl-prop-2-ynyl)-2,4,8-trimethyl-5-oxo-decyl ester

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Technology Process of Benzoic acid (1R,2R,3R,4S,7R,8S,9R)-3-(tert-butyl-dimethyl-silanyloxy)-9-(diethyl-isopropyl-silanyloxy)-7-hydroxy-1-((S)-1-methoxy-3-trimethylsilanyl-prop-2-ynyl)-2,4,8-trimethyl-5-oxo-decyl ester

There total 5 articles about Benzoic acid (1R,2R,3R,4S,7R,8S,9R)-3-(tert-butyl-dimethyl-silanyloxy)-9-(diethyl-isopropyl-silanyloxy)-7-hydroxy-1-((S)-1-methoxy-3-trimethylsilanyl-prop-2-ynyl)-2,4,8-trimethyl-5-oxo-decyl 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: 59.0%

: (2R,3R)-3-(Diethyl-isopropyl-silanyloxy)-2-methyl-butyraldehyde

: 749900-19-4
(3S,4R,5R,6R,7S)-3,5-dimethyl-4-[(tert-butyldimethyl)siloxy]-6-[(benzoyl)oxy]-7-methoxynon-8-yn-2-one

: 749900-21-8
Benzoic acid (1R,2R,3R,4S,7R,8S,9R)-3-(tert-butyl-dimethyl-silanyloxy)-9-(diethyl-isopropyl-silanyloxy)-7-hydroxy-1-((S)-1-methoxy-3-trimethylsilanyl-prop-2-ynyl)-2,4,8-trimethyl-5-oxo-decyl ester

Guidance literature:: (3S,4R,5R,6R,7S)-3,5-dimethyl-4-[(tert-butyldimethyl)siloxy]-6-[(benzoyl)oxy]-7-methoxynon-8-yn-2-one; With chloro-trimethyl-silane; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

(2R,3R)-3-(Diethyl-isopropyl-silanyloxy)-2-methyl-butyraldehyde; With BF*OEt₂; In dichloromethane;
DOI:10.1021/ja048493l

Reference yield:

: 98-88-4
benzoyl chloride

: 749900-21-8
Benzoic acid (1R,2R,3R,4S,7R,8S,9R)-3-(tert-butyl-dimethyl-silanyloxy)-9-(diethyl-isopropyl-silanyloxy)-7-hydroxy-1-((S)-1-methoxy-3-trimethylsilanyl-prop-2-ynyl)-2,4,8-trimethyl-5-oxo-decyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N; DMAP / CH₂Cl₂ / 3 h

2.1: 137 mg / aq. AcOH / tetrahydrofuran / 16 h

3.1: 105 mg / pyridine; Dess-Martin periodinane; H₂O / CH₂Cl₂ / 0.83 h

4.1: LHMDS; Et₃N; TMSCl / tetrahydrofuran / -78 °C

4.2: 59 percent / BF*OEt₂ / CH₂Cl₂

With pyridine; dmap; chloro-trimethyl-silane; water; Dess-Martin periodane; acetic acid; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 3.1: Dess-Martin oxidation;
DOI:10.1021/ja048493l

Reference yield:

: 370066-70-9
[3S,4R,5R,6S,7R,8R]-6-[(tert-butyldimethylsilyl)oxy]-4-hydroxy-5,7-dimethyl-3-methoxy-8-[(triethylsilyl)oxy]-1-trimethylsilylnon-1-yne

: 749900-21-8
Benzoic acid (1R,2R,3R,4S,7R,8S,9R)-3-(tert-butyl-dimethyl-silanyloxy)-9-(diethyl-isopropyl-silanyloxy)-7-hydroxy-1-((S)-1-methoxy-3-trimethylsilanyl-prop-2-ynyl)-2,4,8-trimethyl-5-oxo-decyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N; DMAP / CH₂Cl₂ / 3 h

2.1: 137 mg / aq. AcOH / tetrahydrofuran / 16 h

3.1: 105 mg / pyridine; Dess-Martin periodinane; H₂O / CH₂Cl₂ / 0.83 h

4.1: LHMDS; Et₃N; TMSCl / tetrahydrofuran / -78 °C

4.2: 59 percent / BF*OEt₂ / CH₂Cl₂

With pyridine; dmap; chloro-trimethyl-silane; water; Dess-Martin periodane; acetic acid; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 3.1: Dess-Martin oxidation;
DOI:10.1021/ja048493l