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

HRID 1770068ノート

反応式

HRID 1770068 の反応式
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

参加物

8

反応物 4

HCID 1061PhosphateHCID 14798Sodium HydroxideHCID 84835Methyl phenylglyoxalateHCID 439153Nadh

生成物 1

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

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 3776Isopropanol溶媒HCID 8058Hexane溶媒2 回

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-88be013a3b954863836d77ef8bae92e8
出典データセット
uspto-grants-1995_01
特許番号
US05385833

反応ノート

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