(2R,3R,4S,5R)-3-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethylheptyl pivalate

Base Information

Chemical Name:(2R,3R,4S,5R)-3-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethylheptyl pivalate
CAS No.:1403660-66-1
Molecular Formula:C₂₇H₄₈O₅Si
Molecular Weight:480.761
Hs Code.:

Synonyms:(2R,3R,4S,5R)-3-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethylheptyl pivalate

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Chemical Property of (2R,3R,4S,5R)-3-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethylheptyl pivalate

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Technology Process of (2R,3R,4S,5R)-3-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethylheptyl pivalate

There total 5 articles about (2R,3R,4S,5R)-3-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethylheptyl pivalate 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: 94.0%

: 1403660-75-2
(2R,3R,4S,5R)-3-(benzyloxy)-5,7-dihydroxy-2,4-dimethylheptyl pivalate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1403660-66-1
(2R,3R,4S,5R)-3-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethylheptyl pivalate

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jo3016709

Reference yield:

: 238757-51-2
(1S,5R,6S,7S,8S)-7-Benzyloxy-6,8-dimethyl-2,9-dioxa-bicyclo[3.3.1]nonan-3-one

: 1403660-66-1
(2R,3R,4S,5R)-3-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethylheptyl pivalate

Guidance literature:: Multi-step reaction with 5 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / 0 - 20 °C / Inert atmosphere

2: camphor-10-sulfonic acid / dichloromethane / 12 h / 0 - 20 °C

3: triethylamine; dmap / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

4: camphor-10-sulfonic acid / methanol / 2 h / 20 °C

5: 1H-imidazole / dichloromethane / 1 h / 0 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; camphor-10-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo3016709

Reference yield:

: 477781-62-7
(3R,4S,5R,6R)-5-(benzyloxy)-4,6-dimethylheptane-1,3,7-triol

: 1403660-66-1
(2R,3R,4S,5R)-3-(benzyloxy)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethylheptyl pivalate

Guidance literature:: Multi-step reaction with 4 steps

1: camphor-10-sulfonic acid / dichloromethane / 12 h / 0 - 20 °C

2: triethylamine; dmap / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

3: camphor-10-sulfonic acid / methanol / 2 h / 20 °C

4: 1H-imidazole / dichloromethane / 1 h / 0 °C

With 1H-imidazole; dmap; camphor-10-sulfonic acid; triethylamine; In methanol; dichloromethane;
DOI:10.1021/jo3016709