반응식
[C:1]([CH2:5][CH2:6][CH2:7][C:8](=[O:10])[CH3:9])([O:3][CH3:4])=[O:2].OO.C(=O)(O)[O-:14].[Na+]>>[CH3:4][O:3][C:1](=[O:2])[CH2:5][CH2:6][CH:7]1[O:10][CH:8]1[CH:9]=[O:14]참가 물질
4
실험 절차
Mono-methyl succinate (1), wherein alk is methyl, was chlorinated with oxalyl chloride in dimethyl formamide and methylene chloride to afford 3-carbomethoxypropionyl chloride (2). Compound (2) was catalytically hydrogenated over palladium-charcoal catalyst in the presence of 2,6-lutidine to yield 3-carbomethoxypropionaldehyde (3) which was reacted with formylmethylene triphenylphosphorane under Wittig reaction conditions to obtain 5-carbomethoxy-2-pentanal (4). Compound 4 was epoxidized with aqueous hydrogen peroxide in the presence of 1N sodium bicarbonate to afford methyl-4,5-epoxy-6-oxohexanoate (5). Compound (5) was reacted with tridecyltriphenylphosphonium ylid to give methyl-4,5-epoxy-6(Z)-nonadecenoate (6).
출처 및 근거
- ORD 기록
- ord-2e92b8c421ec48298d1c322c1f4b42aa
- 출처 데이터셋
- uspto-grants-1988_10
- 특허 번호
- US04775662
연결된 노트
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