N-BENZYLOXYCARBONYL-4-PIPERIDINESULFONYL CHLORIDE
N-BENZYLOXYCARBONYL-4-PIPERIDINESULFONYL CHLORIDE Basic information
- Product Name:
- N-BENZYLOXYCARBONYL-4-PIPERIDINESULFONYL CHLORIDE
- Synonyms:
-
- Benzyl 4-(chlorosulfonyl)tetrahydro-1(2H)-pyridinecarboxylate
- 1-PIPERIDINECARBOXYLIC ACID, 4-(CHLOROSULFONYL)-,PHENYLMETHYL ESTER
- benzyl 4-(chlorosulfonyl)piperidine-1-carboxylate
- 4-CHLOROSULFONYL-PIPERIDINE-1-CARBOXYLIC ACID BENZYL ESTER
- Piperidine-4-sulphonyl chloride, N-CBZ protected
- N-[(Benzyloxy)carbonyl]piperidine-4-sulphonyl chloride, Benzyl 4-(chlorosulphonyl)piperidine-1-carboxylate
- N-CBZ-4-PIPERIDINE SULFONYL CHLORIDE
- PIPERIDINE-4-SULFONYL CHLORIDE, N-CBZ PROTECTED
- CAS:
- 287953-54-2
- MF:
- C13H16ClNO4S
- MW:
- 317.79
- Mol File:
- 287953-54-2.mol
N-BENZYLOXYCARBONYL-4-PIPERIDINESULFONYL CHLORIDE Chemical Properties
- Boiling point:
- 454.9±44.0 °C(Predicted)
- Density
- 1.39±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- -3.77±0.40(Predicted)
- form
- powder
- color
- Light beige/beige
- CAS DataBase Reference
- 287953-54-2(CAS DataBase Reference)
N-BENZYLOXYCARBONYL-4-PIPERIDINESULFONYL CHLORIDE Usage And Synthesis
Synthesis
146827-60-3
287953-54-2
General procedure for the synthesis of N-Benzyloxycarbonyl-4-piperidinesulfonyl chloride from benzyl 4-(acetylthio)piperidine-1-carboxylate: Benzyl 4-(acetylthio)piperidine-1-carboxylate (1.45 g, 4.94 mmol) was dissolved in a mixed solvent of dichloromethane (10 mL) and water (40 mL), and the reaction was stirred for 4 hours at 0 °C, while chlorine was passed through the reaction. After completion of the reaction, the organic layer was separated and the aqueous layer was extracted with dichloromethane. The organic layers were combined, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure to remove the solvent to afford benzyl 4-(chlorosulfonyl)-1-piperidinecarboxylate (1.58 g, 100% yield).
References
[1] Patent: EP1403255, 2004, A1. Location in patent: Page 90
[2] Synthesis, 2011, # 22, p. 3669 - 3674
[3] Patent: WO2003/103669, 2003, A1. Location in patent: Page 44-45
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