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Ethyl 2-hydroxy-5-(4-methoxyphenyl)pentanoate → Ethyl (2R)-2-hydroxy-5-(4-methoxyphenyl)pentanoate

HRID 1360225
Notes
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Reaction equation

HRID 1360225 reaction equation
O[C@H](CCCC1C=CC(OC)=CC=1)C(O)=O.[OH:17][CH:18]([CH2:24][CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=1)[C:19]([O:21][CH2:22][CH3:23])=[O:20]>>[OH:17][C@H:18]([CH2:24][CH2:25][CH2:26][C:27]1[CH:28]=[CH:29][C:30]([O:33][CH3:34])=[CH:31][CH:32]=1)[C:19]([O:21][CH2:22][CH3:23])=[O:20]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 16128914Ethyl 2-hydroxy-5-(4-methoxyphenyl)pentanoateHCID 57880329(2R)-2-hydroxy-5-(4-methoxyphenyl)pentanoic acid

Product 1

HCID 11644522Ethyl (2R)-2-hydroxy-5-(4-methoxyphenyl)pentanoate

Procedure

Using (2R)-2-hydroxy-5-(4-methoxy-phenyl)pentanoic acid (80% e.e.), ethyl 2-hydroxy-5-(4-methoxyphenyl)pentanoate was quantitatively obtained (80% e.e.) by a process similar to the process described in Reference Example 27. The optical purity analysis conditions are as follows: Column: AD-H (Chiralcel, DAICEL Chemical Industries Ltd.)

Workup

  1. customwas quantitatively obtained (80% e.e.) by a process similar to the process

Sources & evidence

ORD record
ord-1fd94ab8c6dd438695a4f077b219516d
Source dataset
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07879843B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes