(2S,4R,5R,6R)-7-(benzyloxy)-5-hydroxy-4,6-dimethyl-3-oxoheptan-2-yl benzoate

Base Information

Chemical Name:(2S,4R,5R,6R)-7-(benzyloxy)-5-hydroxy-4,6-dimethyl-3-oxoheptan-2-yl benzoate
CAS No.:207680-79-3
Molecular Formula:C₂₃H₂₈O₅
Molecular Weight:384.472
Hs Code.:

Synonyms:(2S,4R,5R,6R)-7-(benzyloxy)-5-hydroxy-4,6-dimethyl-3-oxoheptan-2-yl benzoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,4R,5R,6R)-7-(benzyloxy)-5-hydroxy-4,6-dimethyl-3-oxoheptan-2-yl benzoate

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Technology Process of (2S,4R,5R,6R)-7-(benzyloxy)-5-hydroxy-4,6-dimethyl-3-oxoheptan-2-yl benzoate

There total 5 articles about (2S,4R,5R,6R)-7-(benzyloxy)-5-hydroxy-4,6-dimethyl-3-oxoheptan-2-yl benzoate 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: 99.0%

: 79026-61-2
(R)-3-benzyloxy-2-methylpropanal

: 160666-92-2
(S)-2-benzoyloxypentan-3-one

: 207680-79-3
(2S,4R,5R,6R)-7-(benzyloxy)-5-hydroxy-4,6-dimethyl-3-oxoheptan-2-yl benzoate

Guidance literature:: (S)-2-benzoyloxypentan-3-one; With N,N-dimethyl-ethanamine; dicyclohexylboron chloride; In diethyl ether; at -78 - 0 ℃; for 2h;

(R)-3-benzyloxy-2-methylpropanal; In diethyl ether; at -78 - -23 ℃; for 16h;
DOI:10.1021/ol060347s

Reference yield:

: 79026-61-2
(R)-3-benzyloxy-2-methylpropanal

: 160666-92-2
(S)-2-benzoyloxypentan-3-one

: (2S,6R)-7-(benzyloxy)-5-hydroxy-4,6-dimethyl-3-oxoheptan-2-yl benzoate

: 207680-79-3
(2S,4R,5R,6R)-7-(benzyloxy)-5-hydroxy-4,6-dimethyl-3-oxoheptan-2-yl benzoate

Guidance literature:: (S)-2-benzoyloxypentan-3-one; With N,N-dimethyl-ethanamine; dicyclohexylboron chloride; In diethyl ether; at -78 - 0 ℃; for 2.16667h; Inert atmosphere;

(R)-3-benzyloxy-2-methylpropanal; In diethyl ether; at -78 - -20 ℃; for 16h; Inert atmosphere;

With dihydrogen peroxide; In methanol; diethyl ether; at 0 - 20 ℃; for 2h; pH=7; Overall yield = 91 percent; Overall yield = 1.36 g; diastereoselective reaction;
DOI:10.1021/jacs.0c12404

Reference yield:

: 125948-63-2
(S)-2-hydroxypentan-⁽³⁾-one

: 207680-79-3
(2S,4R,5R,6R)-7-(benzyloxy)-5-hydroxy-4,6-dimethyl-3-oxoheptan-2-yl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: DMAP, i-Pr₂NEt / CH₂Cl₂ / 14 h

With dmap; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1055/s-1998-5929