ChemicalBook CAS DataBase List 1-BOC-4-METHANESULFONYLOXYMETHYL-PIPERIDINE

1-BOC-4-METHANESULFONYLOXYMETHYL-PIPERIDINE synthesis

12synthesis methods

Product Name:1-BOC-4-METHANESULFONYLOXYMETHYL-PIPERIDINE
CAS Number:161975-39-9
Molecular formula:C12H23NO5S
Molecular Weight:293.38

124-63-0
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123855-51-6 Synthesis

123855-51-6
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1-BOC-4-METHANESULFONYLOXYMETHYL-PIPERIDINE

161975-39-9
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$12.00/250mg

Yield:161975-39-9 100%

Reaction Conditions:

with triethylamine in dichloromethane at 0 - 5; for 1.5 h;

Steps:

150.1 2-Fluoroethyl 4-[({6-[4-(methylsulfonyl)phenyl]-3-pyridinyl}oxy)methyl]-1-piperidinecarboxylate

A mixture of N-Boc-4-piperidinemethanol (1.0 g, 4.51 mmol), Et₃N (1.30 mL, 9.01 mmol) in CH₂Cl₂(20 mL) at 0° C. was treated dropwise with methanesulfonyl chloride (0.39 mL, 4.96 mmol). The reaction mixture was stirred at 0° C. to 5° C. for 1.5 h, was diluted with CH₂Cl₂(100 mL) and washed with 1M NaH₂PO₄(50 mL×2) and brine (25 mL). The CH₂Cl₂layer was dried over Na₂SO₄, filtered, and the filtrate was concentrated to a brown oil, which solidified upon cooling to give 1.35 g (100%) of 1,1-dimethylethyl 4-{[(methylsulfonyl)oxy]methyl}-1-piperidinecarboxylate as a brown solid, which was used without further purification. ¹H NMR (400 MHz, CDCl₃): δ 4.20-4.10 (m, 2H), 4.04 (d, 2H, J=6.5 Hz), 2.99 (s, 3H), 2.75-2.60 (m, 2H), 1.95-1.85 (m, 1H), 1.75-1.65 (m, 2H), 1.43 (s, 9H), 1.30-1.10 (m, 2H).