Acetate → methyl 2-((1R,3S)-3-hydroxycyclohexyloxymethyl)-6-methylbenzoate

HRID 748034Notes

Reaction equation

HRID 748034 reaction equation
[OH:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][C@H:4]([O:8][CH2:9][C:10]2[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[C:11]=2[C:12]([O-:14])=[O:13])[CH2:3]1.[C:20]([O-])(=O)C>>[OH:1][C@H:2]1[CH2:7][CH2:6][CH2:5][C@@H:4]([O:8][CH2:9][C:10]2[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[C:11]=2[C:12]([O:14][CH3:20])=[O:13])[CH2:3]1

Participants

3

Reactant 2

HCID 175AcetateHCID 86601919HCID 86601919, compound

Product 1

HCID 11492838methyl 2-((1R,3S)-3-hydroxycyclohexyloxymethyl)-6-methylbenzoate

Procedure

The enantiomer 2-((1S,3R)-3-hydroxycyclohexyloxymethyl)-6-methylbenzoate is generated from the acetate obtained in the chromatography forerun after saponification and re-methylation, and is used to prepare the corresponding enantiomeric example structures.

Workup

  1. customobtained in the chromatography forerun after saponification
  2. customto prepare the corresponding enantiomeric example structures

Sources & evidence

ORD record
ord-6d61f7618dff450daa9a45993890e51d
Source dataset
uspto-grants-2008_07
Patent number
US07399777B2

Reaction notes

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