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

Base Information

Chemical Name:(3S,4R,5R,6R,7S)-3,5-dimethyl-4-[(tert-butyldimethyl)siloxy]-6-[(benzoyl)oxy]-7-methoxynon-8-yn-2-one
CAS No.:749900-19-4
Molecular Formula:C₂₈H₄₆O₅Si₂
Molecular Weight:518.841
Hs Code.:

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

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

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

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

: Benzoic acid (1R,2R,3S,4R,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-1-((S)-1-methoxy-3-trimethylsilanyl-prop-2-ynyl)-2,4-dimethyl-hexyl ester

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

Guidance literature:: With pyridine; water; Dess-Martin periodane; In dichloromethane; for 0.833333h;
DOI:10.1021/ja048493l

Reference yield:

: 98-88-4
benzoyl chloride

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

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N; DMAP / CH₂Cl₂ / 3 h

2: 137 mg / aq. AcOH / tetrahydrofuran / 16 h

3: 105 mg / pyridine; Dess-Martin periodinane; H₂O / CH₂Cl₂ / 0.83 h

With pyridine; dmap; water; Dess-Martin periodane; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; 3: 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

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

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N; DMAP / CH₂Cl₂ / 3 h

2: 137 mg / aq. AcOH / tetrahydrofuran / 16 h

3: 105 mg / pyridine; Dess-Martin periodinane; H₂O / CH₂Cl₂ / 0.83 h

With pyridine; dmap; water; Dess-Martin periodane; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; 3: Dess-Martin oxidation;
DOI:10.1021/ja048493l