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2-Benzylidene-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionic acid → Mitiglinide

HRID 2261531
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인쇄 미리보기

반응식

HRID 2261531 반응식
[CH:1](=[C:8]([CH2:12][C:13]([N:15]1[CH2:23][C@H:22]2[C@H:17]([CH2:18][CH2:19][CH2:20][CH2:21]2)[CH2:16]1)=[O:14])[C:9]([OH:11])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Rh]>[CH:5]1[CH:4]=[CH:3][C:2]([CH2:1][C@H:8]([C:9]([OH:11])=[O:10])[CH2:12][C:13]([N:15]2[CH2:16][C@H:17]3[C@H:22]([CH2:21][CH2:20][CH2:19][CH2:18]3)[CH2:23]2)=[O:14])=[CH:7][CH:6]=1
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참가 물질

3

반응물 1

HCID 545718482-Benzylidene-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionic acid

생성물 1

HCID 121891Mitiglinide

시약·촉매·용매 1

HCID 23948Rhodium촉매

실험 절차

The preparation was carried out in the same manner as in Example 1, except that 10.04 mg of PCPPM was used instead of 3.02 mg of PCPPM of Example 1, and 328 mg of CATAXA/rhodium-1,5-cyclooctadiene complex (S/C=3,000), which is an immobilized rhodium, was used instead of 1.18 mg of rhodium-1,5-cyclooctadiene-chloride complex of Example 1. After the reaction, 2-benzylidene-3-(cis-hexahydro-2-isoindolinylcarbonyl)propionic acid was not detected, and the optical purity of mitiglinide thus obtained was 95.5% e.e.

출처 및 근거

ORD 기록
ord-9201c5aab8724614baca1a7ac8920d1a
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07847107B2

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