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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2073174Generated: October 31, 2026

Sodium Azide → HCID 14555476, compound

https://huagongshe.com/reaction/2073174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant(R)-1-((Benzyloxy)carbonyl)pyrrolidin-3-yl methanesulfonateHCID 14555473—
SolventDimethylformamideHCID 6228—
ProductHCID 14555476HCID 1455547691.4%

Reaction Steps

A solution of 20.5 g (72 mmol) of (R)-3-[(methylsulfonyl)oxy]-1-pyrrolidinecarboxylic acid, phenylmethyl ester in 100 ml of dry N,N-dimethylformamide was treated with 6.5 g (0.1 mol) of sodium azide and heated at 90° for four hours. The solvent was removed in high vacuo at 50° and the residue was partitioned between ethyl acetate/water (250 ml each). The aqueous layer was reextracted with ethyl acetate and the combined organic fractions were washed with water, dried (MgSO4) and evaporated in vacuo to give 16.2 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04916141
Source datasetuspto-grants-1990_04
ORD IDord-97bcf278752f427eb39077ab26afa329
Source noteuspto-grants-1990_04