2-Methyl-1-phenylpropan-2-yl 6-bromo-5-hydroxy-3-oxohexanoate → HCID 67608343, compound

HRID 39399

Reaction equation

HRID 39399 reaction equation
[Br:1][CH2:2][CH:3]([OH:21])[CH2:4][C:5](=[O:20])[CH2:6][C:7]([O:9][C:10]([CH3:19])([CH3:18])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:8].ClCC(O)CC(=O)CC(OC(C)(C)CC1C=CC=CC=1)=O>>[Br:1][CH2:2][C@@H:3]([OH:21])[CH2:4][C@@H:5]([OH:20])[CH2:6][C:7]([O:9][C:10]([CH3:18])([CH3:19])[CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)=[O:8]

Participants

3

Reactant 2

HCID 676083512-Methyl-1-phenylpropan-2-yl 6-bromo-5-hydroxy-3-oxohexanoateHCID 676083592-Methyl-1-phenylpropan-2-yl 6-chloro-5-hydroxy-3-oxohexanoate

Product 1

HCID 67608343HCID 67608343, compound

Procedure

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.

Workup

  1. customprepared in Example 2

Sources & evidence

ORD record
ord-d342648e27f1403db8799678b015d79b
Source dataset
uspto-grants-2013_09
Patent number
US08524914B2

Linked notes

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