N-Benzyloxycarbonyl-4-piperidinesulfonyl chloride

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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
EINECS:
Product Categories:
Mol File:287953-54-2.mol
N-Benzyloxycarbonyl-4-piperidinesulfonyl chloride Structure
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 Reference287953-54-2(CAS DataBase Reference)
Safety Information
Hazard Codes C,Xi
Risk Statements 43
Safety Statements 36/37
Hazard Note Corrosive
HS Code 2933399990
MSDS Information
N-Benzyloxycarbonyl-4-piperidinesulfonyl chloride Usage And Synthesis
Synthesis
benzyl 4-(acetylthio)piperidine-1-carboxylate

146827-60-3

N-BENZYLOXYCARBONYL-4-PIPERIDINESULFONYL CHLORIDE

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
N-Benzyloxycarbonyl-4-piperidinesulfonyl chloride Preparation Products And Raw materials
Raw materialsbenzyl 4-(acetylthio)piperidine-1-carboxylate-->Chlorine-->Dichloromethane-->Water
Preparation ProductsN,N-dimethyl-4-Piperidinesulfonamide
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