3,4-Dimethyl-3-cyclopenten-1-ol → (1RS,4RS)-4-allyl-4-hydroxy-2-cyclopenten-1-yl (t-butyldimethylsilyl) ether

HRID 582747Notes

Reaction equation

HRID 582747 reaction equation
CC1CC([OH:8])CC=1C.[Si:9]([O:16][CH:17]1[CH2:21][C:20]([CH2:25][CH:26]=[CH2:27])(COC)[CH:19]=[CH:18]1)([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:11])[CH3:10]>>[Si:9]([O:16][CH:17]1[CH2:21][C:20]([CH2:25][CH:26]=[CH2:27])([OH:8])[CH:19]=[CH:18]1)([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:11])[CH3:10]

Participants

3

Reactant 2

HCID 135076013,4-Dimethyl-3-cyclopenten-1-olHCID 57275069(1RS,4RS)-4-allyl-4-methoxymethyl-2-cyclopenten-1-yl (t-butyldimethylsilyl) ether

Product 1

HCID 57172708(1RS,4RS)-4-allyl-4-hydroxy-2-cyclopenten-1-yl (t-butyldimethylsilyl) etherYield 92%

Procedure

From 4.50 g of (1RS,4RS)-4-allyl-4-hydroxy-2-cyclopenten-1-yl (t-butyldimethylsilyl) ether was obtained by the same procedures as in (3) of the intermediate preparation example 1 (1RS,4RS)-4-allyl-4-methoxymethyl-2-cyclopenten-1-yl (t-butyldimethylsilyl) ether in an amount of 4.88 g. Yield 92%

Sources & evidence

ORD record
ord-6a3c78a01a104b619277098765c70321
Source dataset
uspto-grants-1999_07
Patent number
US05925676

Reaction notes

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