(3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-3,5-dimethyl-hexan-2-one

Base Information

Chemical Name:(3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-3,5-dimethyl-hexan-2-one
CAS No.:484013-62-9
Molecular Formula:C₂₂H₃₈O₄Si
Molecular Weight:394.627
Hs Code.:

Synonyms:(3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-3,5-dimethyl-hexan-2-one

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Chemical Property of (3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-3,5-dimethyl-hexan-2-one

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Technology Process of (3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-3,5-dimethyl-hexan-2-one

There total 6 articles about (3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-3,5-dimethyl-hexan-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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 484013-62-9
(3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-3,5-dimethyl-hexan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / 2,6-lutidine / CH₂Cl₂ / -60 °C

2: 83 percent / 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 25 °C

3: camphorsulfonic acid / diethyl ether / 25 °C

4: tetrahydrofuran / 0 °C

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol026968c

Reference yield:

: 180628-70-0
(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4-dimethyl-pent-4-enoic acid methoxy-methyl-amide

: 484013-62-9
(3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-3,5-dimethyl-hexan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 25 °C

2: camphorsulfonic acid / diethyl ether / 25 °C

3: tetrahydrofuran / 0 °C

With camphor-10-sulfonic acid; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ol026968c

Reference yield:

: 186885-60-9
[[3-(2R,3R)-4R]-3-(3-hydroxy-2,4-dimethyl-1-oxopent-4-enyl)-4-(phenylmethyl)]-2-oxazolidinone

: 484013-62-9
(3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-3,5-dimethyl-hexan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: Me₃Al / tetrahydrofuran / 0 °C

2: 97 percent / 2,6-lutidine / CH₂Cl₂ / -60 °C

3: 83 percent / 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 25 °C

4: camphorsulfonic acid / diethyl ether / 25 °C

5: tetrahydrofuran / 0 °C

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; trimethylaluminum; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol026968c