(4S,5R)-2-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-3-oxo-cyclohex-1-enecarboxylic acid 4-methoxy-benzyl ester

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Chemical Name:(4S,5R)-2-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-3-oxo-cyclohex-1-enecarboxylic acid 4-methoxy-benzyl ester
CAS No.:202416-40-8
Molecular Formula:C₂₁H₂₉BrO₆Si
Molecular Weight:485.447
Hs Code.:

Synonyms:(4S,5R)-2-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-3-oxo-cyclohex-1-enecarboxylic acid 4-methoxy-benzyl ester

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Chemical Property of (4S,5R)-2-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-3-oxo-cyclohex-1-enecarboxylic acid 4-methoxy-benzyl ester

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Technology Process of (4S,5R)-2-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-3-oxo-cyclohex-1-enecarboxylic acid 4-methoxy-benzyl ester

There total 4 articles about (4S,5R)-2-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-3-oxo-cyclohex-1-enecarboxylic acid 4-methoxy-benzyl 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: 78.0%

: 202416-39-5
(4S,5R)-2-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-3-oxo-5-(2,2,2-trifluoro-acetoxy)-cyclohex-1-enecarboxylic acid 4-methoxy-benzyl ester

: 202416-40-8
(4S,5R)-2-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-3-oxo-cyclohex-1-enecarboxylic acid 4-methoxy-benzyl ester

Guidance literature:: With potassium carbonate; In tetrahydrofuran; water; Ambient temperature;
DOI:10.1021/jo971858i

Reference yield:

: 57965-13-6
lithium(p-methoxybenzyl)oxide

: 202416-40-8
(4S,5R)-2-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-3-oxo-cyclohex-1-enecarboxylic acid 4-methoxy-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / tetrahydrofuran / Ambient temperature

2: 72 percent / pyridine; CH₂Cl₂ / 4 h / Ambient temperature

3: 78 percent / K₂CO₃ / H₂O; tetrahydrofuran / Ambient temperature

With potassium carbonate; In tetrahydrofuran; pyridine; dichloromethane; water;
DOI:10.1021/jo971858i

Reference yield:

: 189366-38-9
(1S,2R,4S,5R)-2-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-6-oxa-bicyclo[3.2.1]octane-3,7-dione

: 202416-40-8
(4S,5R)-2-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-3-oxo-cyclohex-1-enecarboxylic acid 4-methoxy-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / tetrahydrofuran / Ambient temperature

2: 72 percent / pyridine; CH₂Cl₂ / 4 h / Ambient temperature

3: 78 percent / K₂CO₃ / H₂O; tetrahydrofuran / Ambient temperature

With potassium carbonate; In tetrahydrofuran; pyridine; dichloromethane; water;
DOI:10.1021/jo971858i