氨水 → 3-羟基-1-金刚烷基-D-甘氨酸

HRID 29134

反应方程式

HRID 29134 反应方程式
C([O-])=O.[NH4+:4].[OH:5][C:6]12[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:14][C:8]([C:16](=O)[C:17]([OH:19])=[O:18])([CH2:9]3)[CH2:7]1)[CH2:13]2.[OH-].[NH4+]>SC[C@H]([C@@H](CS)O)O>[NH2:4][C@@H:16]([C:8]12[CH2:14][CH:12]3[CH2:11][CH:10]([CH2:15][C:6]([OH:5])([CH2:13]3)[CH2:7]1)[CH2:9]2)[C:17]([OH:19])=[O:18]

参与物

5

反应物 3

HCID 14923氨水HCID 2723923甲酸铵HCID 104661932-(3-羟基-1-金刚烷)-2-氧代乙酸

产物 1

HCID 102630783-羟基-1-金刚烷基-D-甘氨酸收率 105.5%

试剂、催化剂与溶剂 1

HCID 446094L-1,4-二硫代苏糖醇催化剂

实验过程

A 266 ml solution was prepared containing ammonium formate (16.74 g, 0.2654 moles) and (3-hydroxy-adamantan-1-yl)-oxo-acetic acid (29.76 g, 0.1327 moles) and brought to pH 8.0 with 12.7 ml concentrated ammonium hydroxide. AND (372 mg, 0.561 mmoles) and dithiothreitol (81.8 mg, 0.530 mmoles) were added, then the solution was added to the bottle containing the Escherichia coli extract. The bottle was maintained at 400 on a shaker at 40 rpm. Concentrated ammonium hydroxide was added periodically to maintain pH 8.0 After 38 hours, the solution contained 31.5 grams (0.140 moles, 100% yield) (S)-amino-(3-hydroxy-adamantan-1-yl)-acetic acid as measured by HPLC analysis and no R-enantiomer of the amino acid.

后处理

  1. additionthe solution was added to the bottle
  2. additioncontaining the Escherichia coli
  3. extractionextract
  4. temperatureThe bottle was maintained at 400 on a shaker at 40 rpm
  5. additionConcentrated ammonium hydroxide was added periodically
  6. temperatureto maintain pH 8.0 After 38 hours

来源与证据

ORD记录
ord-fba9cc6497f849189f6520cea1fab0f0
来源数据集
uspto-grants-2008_09
专利号
US07420079B2

关联笔记

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