Diazomethane → methyl (+)-(1R,2S,3R)-3-hydroxy-2-pentyl-1-cyclopentaneacetate

HRID 2370

반응식

HRID 2370 반응식
[OH:1][C@@H:2]1[CH2:6][CH2:5][C@H:4]([CH2:7][C:8]([OH:10])=[O:9])[C@@H:3]1[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].[N+](=[CH2:18])=[N-]>CCOCC>[OH:1][C@@H:2]1[CH2:6][CH2:5][C@H:4]([CH2:7][C:8]([O:10][CH3:18])=[O:9])[C@@H:3]1[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

참가 물질

4

반응물 2

HCID 9550DiazomethaneHCID 11171909(+)-(1R,2S,3R)-3-hydroxy-2-pentyl-1-cyclopentaneacetic acid

생성물 1

HCID 7075801methyl (+)-(1R,2S,3R)-3-hydroxy-2-pentyl-1-cyclopentaneacetate

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

It is to be noted that (+)-(1R,2S,3R)-3-hydroxy-2-pentyl-1-cyclopentaneacetic acid, used as starting product in this variant of the process of the invention, can also be directly methylated, for example by reacting it with an excess of diazomethane in ether solution, to provide pratically pure methyl (+)-(1R,2S,3R)-3-hydroxy-2-pentyl-1-cyclopentaneacetate, which can then be converted into (+)-cis-Hedione® via oxidation.

출처 및 근거

ORD 기록
ord-5330fe2873fa4dd296b870c5f2f16b19
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05728866

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