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HRID2167989

反应详情

EQUATION

反应方程式

HRID 2167989 的结构方程式

REACTANTS

反应物

4
结构：OCc1ccccc1
HCID244

Benzyl alcohol

C7H8O

结构：CCN(CC)CC
HCID8471

Triethylamine

C6H15N

结构：[N-]=[N+]=NP(=O)(c1ccccc1)c1ccccc1
HCID199401

Phosphinic azide, diphenyl-

C12H10N3OP

结构：CC(C)(C)OC(=O)N[C@@H]1CC[C@H](C(=O)O)C1
HCID1512529

(1S,3R)-3-[[(1,1-Dimethylethoxy)carbonyl]amino]cyclopentanecarboxylic acid

C11H19NO4

PRODUCTS

生成物

1
结构：CC(C)(C)OC(=O)N[C@@H]1CC[C@H](NC(=O)OCc2ccccc2)C1
HCID69244770

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：Cc1ccccc1
溶剂HCID1140

Toluene

C7H8

CONDITIONS

反应条件

温度
100 °C

PROCEDURE

实验过程

(1S,3R)-3-(tert-butoxycarbonylamino)cyclopentanecarboxylic acid (1.03 g), diphenylphosphoryl azide (DPPA, 1.00 mL), triethylamine (0.929 mL), and benzyl alcohol (0.931 mL) were combined in toluene (10 mL) and stirred at 100° C. for 24 hours. The solution was cooled and chromatographed on silica gel using 10% ethyl acetate/hexanes to give the pure product.

WORKUP

后处理

  1. temperatureThe solution was cooled
  2. customchromatographed on silica gel using 10% ethyl acetate/hexanes
  3. customto give the pure product