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HRID515645

反应详情

EQUATION

反应方程式

HRID 515645 的结构方程式

REACTANTS

反应物

3
结构：c1ccncc1
HCID1049

Pyridine

C5H5N

结构：NOS(=O)(=O)O
HCID76284

Sulfuric acid, monoazanyl ester

H3NO4S

结构：CN(C)/C=N/C(=S)[C@@H]1CC[C@@H](N(OCc2ccccc2)S(=O)(=O)c2ccccc2[N+](=O)[O-])CN1C(=O)OC(C)(C)C
HCID178484363

未命名化合物

PRODUCTS

生成物

1
结构：CC(C)(C)OC(=O)N1C[C@H](N(OCc2ccccc2)S(=O)(=O)c2ccccc2[N+](=O)[O-])CC[C@H]1c1ncns1
HCID86701416

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

2
结构：CCO
溶剂HCID702

Ethanol

C2H6O

结构：CO
溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

A solution of pyridine (320 mg, 4.0 mmol) in CH3OH (10 mL) was added to a mixture of (2S,5R)-tert-butyl 5-(N-(benzyloxy)-2-nitrophenylsulfonamido)-2-((E)-(dimethylamino)methylenecarbamothioyl)piperidine-1-carboxylate (1.2 g, 2.0 mmol) in EtOH (20 mL), followed by addition of (aminooxy)sulfonic acid (270 mg, 2.4 mmol). The mixture was stirred at rt for 2 hrs. The solvent was removed, and the residue was purified by silica gel column chromatography (3:1 petroleum ether/EtOAc) to (2S,5R)-tert-butyl 5-(N-(benzyloxy)-2-nitrophenylsulfonamido)-2-(1,2,4-thiadiazol-5-yl)piperidine-1-carboxylate (520 mg, 48%) as a yellow solid. ESI-MS (EI+, m/z): 598 [M+Na]+.

WORKUP

后处理

  1. customThe solvent was removed
  2. customthe residue was purified by silica gel column chromatography (3:1 petroleum ether/EtOAc) to (2S,5R)-tert-butyl 5-(N-(benzyloxy)-2-nitrophenylsulfonamido)-2-(1,2,4-thiadiazol-5-yl)piperidine-1-carboxylate (520 mg, 48%) as a yellow solid