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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774642Generated: November 1, 2026

Triethylamine → (S)-Methanesulphonic acid 2-Boc-aminopropyl ester

https://huagongshe.com/reaction/1774642

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant1,1-Dimethylethyl N-((1S)-2-hydroxy-1-methylethyl)carbamateHCID 7023103—
SolventDichloromethaneHCID 6344—
Product(S)-Methanesulphonic acid 2-Boc-aminopropyl esterHCID 1075337986%

Reaction Steps

To an ice-cooled mixture of (S)-tert-butyl 1-hydroxypropan-2-ylcarbamate (3.0 g, 17.1 mmol) and Et3N (4.8 mL, 34.2 mmol) in DCM (50 mL) was added methanesulfonyl chloride, MsCl (1.33 mL, 17.1 mmol) dropwise. The reaction mixture was stirred at rt for 2 h, diluted with DCM, washed with water. The organic layer was separated, dried over Na2SO4, filtered and concentrated to give 107a (3.72 g, 86%) as a white solid. 1H NMR (500 MHz, DMSO-d6): δ 4.044-4.033 (d, 2H), 3.164 (s, 3H), 1.385 (s, 9H), 1.065-1.051 (d, 3H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260415B2
Source datasetuspto-grants-2016_02
ORD IDord-89704c5985204b52b4316775a33e7772
Source noteuspto-grants-2016_02