(-)-(2S, 3R)-1-valeroxy-2,3-epoxy-8-methylnonane → (-)-(2S,3R)-2,3-epoxy-8-methyl-1-nonanol

HRID 249239Notes

Reaction equation

HRID 249239 reaction equation
C([O:7][CH2:8][C@@H:9]1[O:18][C@@H:10]1[CH2:11][CH2:12][CH2:13][CH2:14][CH:15]([CH3:17])[CH3:16])(=O)CCCC.[OH-].[K+].CO>>[O:18]1[C@H:10]([CH2:11][CH2:12][CH2:13][CH2:14][CH:15]([CH3:17])[CH3:16])[C@@H:9]1[CH2:8][OH:7]

Participants

3

Reactant 2

HCID 18651943(-)-(2S, 3R)-1-valeroxy-2,3-epoxy-8-methylnonaneHCID 23689386Potassium hydroxide methanol

Product 1

HCID 14102158(-)-(2S,3R)-2,3-epoxy-8-methyl-1-nonanolYield 90.1%

Procedure

3.8 g of (-)-(2S, 3R)-1-valeroxy-2,3-epoxy-8-methylnonane was hydrolyzed with potassium hydroxide/methanol to yield 2.3 g of (-)-(2S, 3R)-2,3-epoxy-8-methyl-1-nonanol.

Sources & evidence

ORD record
ord-97ca31a3879f4fb5b8a546d2a6c7b1d6
Source dataset
uspto-grants-1993_05
Patent number
US05213975

Reaction notes

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