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HRID233342

反应详情

EQUATION

反应方程式

HRID 233342 的结构方程式

REACTANTS

反应物

2
结构：[Na+].[OH-]
HCID14798

Sodium Hydroxide

HNaO

结构：COC(=O)N[C@@H](Cc1ccccc1)[C@H](O)CN1C[C@H]2CCCC[C@H]2C[C@H]1C(=O)NOC(C)(C)C
HCID86750132

未命名化合物

PRODUCTS

生成物

1
结构：CC(C)(C)NC(=O)[C@@H]1C[C@@H]2CCCC[C@@H]2CN1C[C@@H](O)[C@@H](N)Cc1ccccc1
HCID9865804

(3S,4aS,8aS)-2-[(2R,3S)-3-Amino-2-hydroxy-4-phenylbutyl]-N-tert-butyldecahydro-3-isoquinolinecarboxamide

C24H39N3O2

收率 202.4%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：CCO
溶剂HCID702

Ethanol

C2H6O

结构：O
溶剂HCID962

Water

H2O

2 次

PROCEDURE

实验过程

A suspension of 41.37 g of methyl (1S,2R)-[1-benzyl-3-[(3S,4aS,8aS)-3-tert-butoxycarbamoyl-octahydro-isoquinolin-2-yl]-2-hydroxy-propyl]-carbamate and 23.0 g of sodium hydroxide in 90 ml of ethanol and 90 ml of water was heated at reflux for 3.5 hours, diluted with 45 ml of water and cooled to 22°, and the separated solid was filtered off, washed with a 1:4 mixture of ethanol/water and dried, there being obtained 35.35 g (98%) of pure 2-[3 (S)-amino-2(R)-hydroxy-4-phenyl-butyl]-N-tert.butyldecahydro-(4aS,8aS)-isoquinoline-3(S)-carboxamide, m.p. 173°-175° C. IR (KBr): 3435 m, hr. (NH, OH), 1665s (C=O), 1562 m (amide II).

WORKUP

后处理

  1. temperaturewas heated
  2. temperatureat reflux for 3.5 hours
  3. temperaturecooled to 22°
  4. filtrationthe separated solid was filtered off
  5. washwashed with a 1:4 mixture of ethanol/water
  6. customdried