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HRID1858390

反应详情

EQUATION

反应方程式

HRID 1858390 的结构方程式

REACTANTS

反应物

3
结构：ClCc1ccccc1
HCID7503

Benzyl chloride

C7H7Cl

结构：CC(C)(C)OC(=O)N[C@@H](CCC(N)=O)C(=O)O
HCID83687

L-Glutamine, N2-[(1,1-dimethylethoxy)carbonyl]-

C10H18N2O5

结构：C1=C(C2=NNCCCCCCCC2)CCCCCCCCC1
HCID53630274

未命名化合物

PRODUCTS

生成物

1
结构：CC(C)(C)OC(=O)N[C@@H](CCC(N)=O)C(=O)OCc1ccccc1
HCID13091521

未命名化合物

收率 59.8%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：BrCc1ccccc1
催化剂HCID7498

alpha-Bromotoluene

C7H7Br

结构：C1CCOC1
溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

147 g N-BOC-glutamin (t-butyloxycarbonyl-glutamin), 77 g benzylchloride and 4 g benzylbromide were refluxed in 600 ml tetrahydrofuran for 2.5 hours in the presence of a 5% excess of diazabicycloundecene. After the removal of the solvent, the residue was taken up in water-ethylacetate and washed with citric acid, sodium bicarbonate and water. Evaporating of the solvent and recrystallization from ethylacetate-hexane gave 120 g white crystals.

WORKUP

后处理

  1. customAfter the removal of the solvent
  2. washwashed with citric acid, sodium bicarbonate and water
  3. customEvaporating of the solvent and recrystallization from ethylacetate-hexane