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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 39399Generated: October 25, 2026

2-Methyl-1-phenylpropan-2-yl 6-bromo-5-hydroxy-3-oxohexanoate → (3R,5S)-2-methyl-1-phenylpropan-2-yl 6-bromo-3,5-dihydroxy-hexanoate

https://huagongshe.com/reaction/39399

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-1-phenylpropan-2-yl 6-bromo-5-hydroxy-3-oxohexanoateHCID 67608351—
Reactant2-Methyl-1-phenylpropan-2-yl 6-chloro-5-hydroxy-3-oxohexanoateHCID 67608359—
Product(3R,5S)-2-methyl-1-phenylpropan-2-yl 6-bromo-3,5-dihydroxy-hexanoateHCID 67608343—

Reaction Steps

The procedure was carried out in the same manner as in Example 3, except that the crude compound (2-methyl-1-phenylpropan-2-yl 6-bromo-5-hydroxy-3-oxohexanoate (7b, 80.0 g) prepared in Example 2 was used in place of (2-methyl-1-phenylpropan-2-yl 6-chloro-5-hydroxy-3-oxohexanoate (7a, 80.0 g). The crude title compound was obtained (12.0 g). A portion of the crude compound was purified by silica gel column (ethyl acetate:n-hexane=3:7(v/v)) to obtain the following NMR data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524914B2
Source datasetuspto-grants-2013_09
ORD IDord-d342648e27f1403db8799678b015d79b
Source noteuspto-grants-2013_09