Phosphate → [(1S,2S)-2-phenylcyclopropyl]methanol

HRID 1770068노트

반응식

HRID 1770068 반응식
C1N=C(N)C2N=CN([C@@H]3O[C@H](COP(OP(OC[C@H]4O[C@@H](N5[CH:36]=[C:35]([C:37](N)=[O:38])[CH2:34][CH:33]=[CH:32]5)[C@H](O)[C@@H]4O)(O)=O)(O)=O)[C@@H](O)[C@H]3O)C=2N=1.[C:45]([C:53](OC)=O)(=O)[C:46]1C=CC=C[CH:47]=1.P([O-])([O-])([O-])=O.[OH-].[Na+]>C(OCC)C.CCCCCC.CC(O)C>[C:33]1([C@H:34]2[CH2:36][C@@H:35]2[CH2:37][OH:38])[CH:32]=[CH:47][CH:46]=[CH:45][CH:53]=1

참가 물질

8

반응물 4

HCID 1061PhosphateHCID 14798Sodium HydroxideHCID 84835Methyl phenylglyoxalateHCID 439153Nadh

생성물 1

HCID 6427564[(1S,2S)-2-phenylcyclopropyl]methanol

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 3776Isopropanol용매HCID 8058Hexane용매2회

실험 절차

A reaction mixture was formed by admixing (i) 50 mg NAD, (ii) 4 ml of 2-propanol and (iii) 5 mmoles of 1-carboxyaldehyde-2-phenylcyclopropane (Example 5), Compound 5, in a liquid medium containing 1 gm of lyophilized PED alcohol dehydrogenase preparation, 75 ml of 50 mM phosphate buffer, pH 7.1, and 25 ml of hexane. The pH of the reaction was maintained constant by addition of 1N NaOH. The reaction mixture was maintained at room temperature until product formation stopped. When product formation stopped, (S,S)-2-phenylcyclo-propylmethanol, Compound 5a, was isolated by removal of the hexane layer and extraction of the aqueous layer with ethyl ether (3×75 ml).

후처리

  1. customA reaction mixture was formed
  2. additionin a liquid medium containing

출처 및 근거

ORD 기록
ord-88be013a3b954863836d77ef8bae92e8
출처 데이터셋
uspto-grants-1995_01
특허 번호
US05385833

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