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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576693Generated: November 2, 2026

Water → (S)-2-((tert-butoxycarbonyl)amino)butyl methanesulfonate

https://huagongshe.com/reaction/576693

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactanttert-butyl N-[(2S)-1-hydroxybutan-2-yl]carbamateHCID 11263954—
SolventDiethyl EtherHCID 3283—
Product(S)-2-((tert-butoxycarbonyl)amino)butyl methanesulfonateHCID 89537961100.2%

Reaction Steps

To an ice cold solution of (S)-tert-butyl(1-hydroxybutan-2-yl)carbamate (9.5 g, 50 mmol) and triethylamine (10.5 mL, 75 mmol) in ether (200 mL) was added methanesulfonyl chloride (4.0 mL, 50 mmol). After 1 h, water was added, and the resulting mixture was extracted with DCM, dried (Na2SO4), filtered, and concentrated to give an oil (13.4 g, 100%) which was used directly without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040534B2
Source datasetuspto-grants-2015_05
ORD IDord-9d3a79e277f74b61820f0c08d482b8bd
Source noteuspto-grants-2015_05