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HRID413814

反应详情

EQUATION

反应方程式

HRID 413814 的结构方程式

REACTANTS

反应物

3
结构：BrCc1ccccc1
HCID7498

alpha-Bromotoluene

C7H7Br

结构：O=C([O-])[O-].[K+].[K+]
HCID11430

Potassium Carbonate

CK2O3

结构：COC(=O)[C@@H](C)CS(=O)(=O)NC(c1ccccc1)c1ccccc1
HCID18738453

未命名化合物

PRODUCTS

生成物

1
结构：COC(=O)[C@@H](C)CS(=O)(=O)N(Cc1ccccc1)C(c1ccccc1)c1ccccc1
HCID18738452

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CN(C)C=O
溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

A 100 mL round bottom flask equipped with magnetic stir bar and N2 inlet was charged with 1.11 g of methyl 3-[N-(diphenylmethyl) aminosulfonyl]-2(R)-methylpropionate, 447 mg K2CO3, 347 mL benzyl bromide in 20 mL DMF. The reaction was stirred overnight, concentrated in vacuo and partioned between ethyl acetate and water. The organic phase was washed with brine, dried and concentrated in vacuo to 1.2 g of a clear oil. Flash chromatography on silica gel (30% ethyl acetate/hexanes) afforded 730 mg of methyl 3-[N-(benzyl)-N-(diphenylmethyl)aminosulfonyl]-2(R)-methylpropionate. HRMS (M+Li): calcd. 444.1821, obs 444.1865.

WORKUP

后处理

  1. customA 100 mL round bottom flask equipped with magnetic stir bar and N2 inlet
  2. concentrationconcentrated in vacuo
  3. washThe organic phase was washed with brine
  4. customdried
  5. concentrationconcentrated in vacuo to 1.2 g of a clear oil