HRID605464

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：NC(=O)c1ccc[n+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](OP(=O)(O)O)[C@@H]3O)[C@@H](O)[C@H]2O)c1

HCID5886

Adenosine 5′-(trihydrogen diphosphate), 2′-(dihydrogen phosphate), P′→5′-ester with 3-(aminocarbonyl)-1-β-D-ribofuranosylpyridinium

C21H29N7O17P3+

HCID14798

Sodium Hydroxide

HNaO

结构：O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO

HCID107526

未命名化合物

结构：CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)CCl

HCID9926241

tert-Butyl [(2S)-4-chloro-3-oxo-1-phenylbutan-2-yl]carbamate

C15H20ClNO3

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)[C@@H](O)CCl

HCID9944139

tert-Butyl [(2S,3R)-4-chloro-3-hydroxy-1-phenylbutan-2-yl]carbamate

C15H22ClNO3

收率 99.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1140

Toluene

C7H8

CONDITIONS

反应条件

温度: 30 °C

PROCEDURE

实验过程

Glucose 3 g, NADP 3 mg, toluene 0.25 ml, and (3S)-1-chloro-3-tert-butoxycarbonylamino-4-phenyl-2-butanone 2.5 g were added to 25 ml of a cultured medium of E. coli HB101 (pNTOM4G1) prepared in the same manner as in Example 7, and the mixture was stirred at 30° C. for 40 hr while adjusting to pH 6.5 by dropwise addition of 5 M sodium hydroxide. After completion of the reaction, the reaction mixture was extracted with toluene, desolvated and the extract was analyzed in the same manner as in Example 8. As a result, (2R,3S)-1-chloro-3-tert-butoxycarbonylamino-4-phenyl-2-butanol (yield 99.1%, diastereomeric excess 99.8% d.e.) was obtained.

WORKUP

后处理

custom(pNTOM4G1) prepared in the same manner as in Example 7
customAfter completion of the reaction
extractionthe reaction mixture was extracted with toluene