(2,2-Difluorocyclopropyl)methyl 4-nitrobenzenesulfonate → ((1R)-2,2-difluorocyclopropyl)methyl 4-nitrobenzenesulfonate

HRID 2277247노트

반응식

HRID 2277247 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([O:13][CH2:14][CH:15]2[CH2:17][C:16]2([F:19])[F:18])(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2]>CCCCCC.C(O)C>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([S:10]([O:13][CH2:14][C@H:15]2[CH2:17][C:16]2([F:19])[F:18])(=[O:11])=[O:12])=[CH:8][CH:9]=1)([O-:3])=[O:2]

참가 물질

3

반응물 1

HCID 86731319(2,2-Difluorocyclopropyl)methyl 4-nitrobenzenesulfonate

생성물 1

HCID 86731320((1R)-2,2-difluorocyclopropyl)methyl 4-nitrobenzenesulfonate

시약·촉매·용매 1

HCID 21879635Ethanol hexane용매

실험 절차

A racemate (48.4 g) of (2,2-difluorocyclopropyl)methyl 4-nitrobenzenesulfonate was resolved by HPLC (column: CHIRALPAK AD (trade name), 50 mmID×500 mL, DAICEL CHEMICAL INDUSTRIES, LTD., mobile phase:hexane/ethanol=50:50) to give the title compound having a shorter retention time (18.4 g). The steric configuration was determined by X ray structure analysis.

출처 및 근거

ORD 기록
ord-526adb8677db4def9905f42d2676670e
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133129B2

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