(3S,4R)-4-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-non-1-yn-5-one

Base Information

Chemical Name:(3S,4R)-4-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-non-1-yn-5-one
CAS No.:1027289-83-3
Molecular Formula:C₃₂H₃₈O₄Si
Molecular Weight:514.737
Hs Code.:

Synonyms:(3S,4R)-4-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-non-1-yn-5-one

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Chemical Property of (3S,4R)-4-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-non-1-yn-5-one

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Technology Process of (3S,4R)-4-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-non-1-yn-5-one

There total 3 articles about (3S,4R)-4-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-non-1-yn-5-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:

: 562835-12-5
(3S,4R)-4-benzyloxy-9-(tert-butyldimethylsiloxy)-3-(tert-butyldiphenylsiloxy)-1-nonyn-5-one

: 1027289-83-3
(3S,4R)-4-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-non-1-yn-5-one

Guidance literature:: With toluene-4-sulfonic acid; In tetrahydrofuran; water; at 20 ℃; for 4h;
DOI:10.1021/ol0300569

Reference yield:

: 92511-12-1
1-{[dimethyl(1,1-dimethylethyl)silyl]oxy}-4-iodobutane

: 1027289-83-3
(3S,4R)-4-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-non-1-yn-5-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: magnesium / diethyl ether / 0.5 h / 20 °C

1.2: diethyl ether; CH₂Cl₂ / 0.33 h / -78 °C

2.1: 102 mg / Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

3.1: p-toluenesulfonic acid; H₂O / tetrahydrofuran / 4 h / 20 °C

With water; Dess-Martin periodane; toluene-4-sulfonic acid; magnesium; In tetrahydrofuran; diethyl ether; dichloromethane; 1.2: Grignard reaction / 2.1: Dess-Martin oxidation;
DOI:10.1021/jo050822k

Reference yield:

: 4-benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-non-1-yn-5-ol

: 1027289-83-3
(3S,4R)-4-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-non-1-yn-5-one

Guidance literature:: Multi-step reaction with 2 steps

1: 102 mg / Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

2: p-toluenesulfonic acid; H₂O / tetrahydrofuran / 4 h / 20 °C

With water; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; 1: Dess-Martin oxidation;
DOI:10.1021/jo050822k