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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508137Generated: October 28, 2026

Water → HCID 86762376, compound

https://huagongshe.com/reaction/508137

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium AzideHCID 33557—
Reactant(2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethyl methanesulfonateHCID 10335849—
SolventDimethylformamideHCID 6228—
ProductHCID 86762376HCID 8676237676%

Reaction Conditions

Temperature55 °C

Reaction Steps

(S)-2-Phenyl-2-tert-butoxycarbonylaminoethyl methanesulfonate (15.77 g, 0.05 mol) was dissolved in 50 mL DMF followed by the addition of sodium azide (19.5 g, 0.3 mol). The mixture was stirred for 24 hrs at 55° C., cooled to room temperature, poured into cold water (500 mL) and stirred vigorously for 20 minutes. Precipitate was collected by filtration, washed with water and dried, affording 9.97 g of the title compound as a white solid. Yield: 76%; (MH)+=263; 1H NMR (DMSO-d6): 1.37 (s, 9H), 3.36-3.50 (m, 2H), 4.69-4.75 (m, 1H), 7.23-7.36 (m, 5H), 7.65-7.68 (d, J=9.2 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09095575B2
Source datasetuspto-grants-2015_08
ORD IDord-8364dc09c1dc4d2d89d557ecc4b19c5d
Source noteuspto-grants-2015_08