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HRID1941604

反应详情

EQUATION

反应方程式

HRID 1941604 的结构方程式

REACTANTS

反应物

4
结构：Cc1ccccc1
HCID1140

Toluene

C7H8

结构：NS(N)(=O)=O
HCID82267

Sulfamide

H4N2O2S

结构：CCOC(=O)N=NC(=O)OCC
HCID220568

Diethyl azodicarboxylate

C6H10N2O4

结构：CC(=O)S[C@H]1C[C@H](CO)N(C(=O)OC(C)(C)C)C1
HCID57080293

tert-Butyl (2R,4S)-4-(acetylsulfanyl)-2-(hydroxymethyl)pyrrolidine-1-carboxylate

C12H21NO4S

PRODUCTS

生成物

1
结构：CC(=O)S[C@H]1C[C@H](CN(C(=O)OC(C)(C)C)S(N)(=O)=O)N(C(=O)OC(C)(C)C)C1
HCID57156698

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：C1CCOC1
溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

Preparation of a sulfamide compound To a solution of (2R,4S)-4-acetylthio-1-t-butoxycarbonylpyrrolidine-2-methanol (i.e., a substrate) in tetrahydrofuran (THF) triphenylphosphine (PPh3) N-t-butoxycarbonylsulfamide (BSMD), and azodicarboxylic acid diethyl ester (DEAD) are successively added under ice cooling. The conditions for this reaction are shown in Table 2, Step A-6. The reaction mixture is diluted with toluene, concentrated, diluted with toluene, and the formed crystals are filtered off. The filtrate is concentrated. The residue is purified by silica gel column chromatography to give (2R,4S)-4-acetylthio-1-t-butoxycarbonyl-2-(N-t-butoxycarbonyl-N-sulfamoylamino)methylpyrrolidine.

WORKUP

后处理

  1. concentrationconcentrated
  2. additiondiluted with toluene
  3. filtrationthe formed crystals are filtered off
  4. concentrationThe filtrate is concentrated
  5. customThe residue is purified by silica gel column chromatography