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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685456Generated: October 30, 2026

Methanesulfonyl chloride → HCID 11151879, compound

https://huagongshe.com/reaction/1685456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant(2R,4S)-N-Boc-4-Hydroxypiperidine-2-Carboxylic Acid Methyl EsterHCID 2734504—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventPyridineHCID 1049—
ProductHCID 11151879HCID 1115187998%

Reaction Steps

MsCl (6.61 mL, 85 mmol) was added dropwise at 0° C. to a solution of (2R,4S)-1-tert-butyl 2-methyl 4-hydroxypiperidine-1,2-dicarboxylate (21 g, 81 mmol) and DMAP (100 mg, 0.81 mmol) in pyridine (50 mL). The mixture was stirred at room temperature for 5 hours and then was concentrated under reduced pressure to remove most solvent. Brine (200 mL) was added and extracted with ethyl acetate (2×200 mL). The organic layer was dried over MgSO4, filtered and concentrated under reduced pressure to give title compound 26.7 g (98%) as colorless oil. LC-MS: 338.1 (t=1.9 min).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148401B2
Source datasetuspto-grants-2012_04
ORD IDord-ad6b31a6d6db438191c3a6d5d1f4820c
Source noteuspto-grants-2012_04