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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043231Generated: October 27, 2026

Sodium Azide → (R)-2-azidomethyl-morpholine-4-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1043231

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant(R)-tert-butyl 2-(tosyloxymethyl)morpholine-4-carboxylateHCID 54043639—
SolventDimethylformamideHCID 6228—
Product(R)-2-azidomethyl-morpholine-4-carboxylic acid tert-butyl esterHCID 57686784—

Reaction Steps

A solution of EXAMPLE 442A (1.66 g, 4.47 mmol) and sodium azide (0.581 g, 8.94 mmol) in anhydrous N,N-dimethylformamide (10 mL) was stirred at 90° C. for 4 hours. The mixture was cooled and concentrated to dryness. The residue was taken up in 5% aqueous sodium carbonate solution and extracted with methylene chloride. The combined organic layers was dried (MgSO4), filtered and concentrated to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557983B2
Source datasetuspto-grants-2013_10
ORD IDord-50a371da2b68492eb552a1fcac81f389
Source noteuspto-grants-2013_10