tert-Butyldimethylsilyl chloride → HCID 86742777, compound

HRID 1383168Notes

Reaction equation

HRID 1383168 reaction equation
[CH3:1][C:2]1([CH:7]([OH:20])[CH:8]=[CH:9][CH:10]2[CH:17]3[CH:13]([O:14][C:15](=[O:18])[CH2:16]3)[CH2:12][CH:11]2[OH:19])[CH2:6][CH2:5][CH2:4][CH2:3]1.[Si:21](Cl)([C:24]([CH3:27])([CH3:26])[CH3:25])([CH3:23])[CH3:22]>>[CH3:1][C:2]1([CH:7]([O:20][Si:21]([C:24]([CH3:27])([CH3:26])[CH3:25])([CH3:23])[CH3:22])[CH:8]=[CH:9][CH:10]2[CH:17]3[CH:13]([O:14][C:15](=[O:18])[CH2:16]3)[CH2:12][CH:11]2[O:19][Si:21]([C:24]([CH3:27])([CH3:26])[CH3:25])([CH3:23])[CH3:22])[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 28928tert-Butyldimethylsilyl chlorideHCID 86742778HCID 86742778, compound

Product 1

HCID 86742777HCID 86742777, compound

Procedure

By the procedure of Example 5 [3aR-[3a alpha,4alpha, (1E,3R*),5beta,6a alpha]]-4-[3-(1-methylcyclopentyl)-3-hydroxy-1-propenyl]hexahydro-5-hydroxy-2H-cyclopenta[b]furan-2-one was reacted with t-butyldimethylsilyl chloride to yield [3aR-[3a alpha,4alpha(1E,3R*),5 beta,6a alpha]]-4-[3-(1-methylcyclopentyl)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-propenyl]-5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-hexahydro-2H-cyclopenta[b]furan-2-one.

Sources & evidence

ORD record
ord-96204713e5164082a62c8887e7d14839
Source dataset
uspto-grants-1989_02
Patent number
US04808734

Reaction notes

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