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Ethyl benzoylformate → (-)-Ethyl mandelate

HRID 2166214
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HRID 2166214 반응식
[C:1]1([C:7](=[O:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>CN(C=O)C>[OH:13][C@H:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[C:8]([O:10][CH2:11][CH3:12])=[O:9]
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참가 물질

3

반응물 1

HCID 15349Ethyl benzoylformate

생성물 1

HCID 6951556(-)-Ethyl mandelate수율 86.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Ethyl phenylglyoxylate (1.6 mmol) was asymmetrically reduced in the same manner as in Example 6, except that DMF was used as the reaction medium, giving 0.25 g of ethyl (R)-(-)-2-hydroxy-2-phenylacetate, having specific rotation [α]D20 of 38.8° (cl. 00, CHCl3). The synthesis yield was 80% and the optical yield was 75% e.e.

출처 및 근거

ORD 기록
ord-4f906e0072054aeb9eb46d916e186a87
출처 데이터셋
uspto-grants-1990_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04943652

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