Imidazole → ethyl (S)-alpha-(t-butyldimethylsilyloxy)-alpha-phenylacetate

HRID 1682747노트

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HRID 1682747 반응식
[C:1]([O:11][CH2:12][CH3:13])(=[O:10])[C@H:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3].N1C=CN=C1.[Si:19](Cl)([C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:21])[CH3:20]>CN(C)C=O>[Si:19]([O:3][C@@H:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[C:1]([O:11][CH2:12][CH3:13])=[O:10])([C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:21])[CH3:20]

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 6951557ethyl mandelate, (S)-

생성물 1

HCID 10968419ethyl (S)-alpha-(t-butyldimethylsilyloxy)-alpha-phenylacetate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

Following a procedure similar to that described in Preparation 23, but using 23.8 g of ethyl (S)-(+)-mandelate, 26.6 g of imidazole, 400 ml of dimethylformamide, 30.1 g of t-butyldimethylsilyl chloride and 100 ml of dimethylformamide, the title compound was obtained as a liquid, boiling at 125.5°/3.0 mmHg (400 Pa). [α]D23 +40.9° (c=1.02, chloroform).

후처리

  1. customthat described in Preparation 23

출처 및 근거

ORD 기록
ord-48687f9180834bf0ae31304869665c32
출처 데이터셋
uspto-grants-1997_06
특허 번호
US05635534

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