6-Methylhepta-3,5-dien-2-one → 4,8-Dimethylnon-7-EN-1-YN-4-OL

HRID 1607177

반응식

HRID 1607177 반응식
[CH3:1][C:2]([CH3:9])=[CH:3][CH:4]=[CH:5][C:6](=[O:8])[CH3:7].[CH2:10]([Mg]Br)[C:11]#[CH:12]>>[CH3:7][C:6]([OH:8])([CH2:5][CH2:4][CH:3]=[C:2]([CH3:9])[CH3:1])[CH2:12][C:11]#[CH:10]

참가 물질

3

반응물 2

HCID 279716-Methylhepta-3,5-dien-2-oneHCID 178455849HCID 178455849, 화합물

생성물 1

HCID 183594254,8-Dimethylnon-7-EN-1-YN-4-OL

실험 절차

Reaction of this ketone with propargyl magnesium bromide provides 4,8-dimethyl-4-hydroxy-non-7-ene-1-yne. This alcohol is protected with trimethylsilyl chloride and converted to the trans vinyl tin derivative of 4,7-dimethyl-4-trimethylsiloxy-non-8-ene-1-yne which is converted to the corresponding prostagladin by the methods described in U.S. Pat. Nos. 4,322,543 and 4,271,314 to provide methyl 7-[3α-hydroxy-2β-(4-hydroxy-4,8-dimethyl-1,5,7-trans,trans,trans-nonatrienyl)-5-oxocyclopent ane]-1α-hept-4Z-enoate having the formula ##STR16##

출처 및 근거

ORD 기록
ord-891d379d76214d92bb0371a8b6cca052
출처 데이터셋
uspto-grants-1989_09
특허 번호
US04863961

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