Methyl iodide → methyl 3-(R)-hydroxy-2-(S)-methylbutanoate

HRID 326923Notes

Reaction equation

HRID 326923 reaction equation
[OH:1][C@H:2]([CH3:8])[CH2:3][C:4]([O:6][CH3:7])=[O:5].[CH3:9]I>>[OH:1][C@H:2]([CH3:8])[C@H:3]([CH3:9])[C:4]([O:6][CH3:7])=[O:5]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 2724279Methyl 3-hydroxybutyrate, (R)-

Product 1

HCID 11126297methyl 3-(R)-hydroxy-2-(S)-methylbutanoate

Procedure

This compound was prepared according to the procedure of Example 127, but the methyl 3-(R)-hydroxybutanoate was first alkylated with methyl iodide as described by Keck et al., (J. Org. Chem., 1985, 4317) to give methyl 3-(R)-hydroxy-2-(S)methylbutanoate. The latter was transformed into the thiol according to the procedure of Example 127.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-3823d9c81d4649ecb88938f545ecf520
Source dataset
uspto-grants-1993_12
Patent number
US05270324

Reaction notes

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