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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1290365Generated: October 27, 2026

1-Butanaminium, N,N,N-tributyl-, azide → Ethanethioic acid trans-(+/-)S-[5-(azidomethyl)tetrahydro-3-furanyl]ester

https://huagongshe.com/reaction/1290365

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Butanaminium, N,N,N-tributyl-, azideHCID 5743232—
ReactantEthanethioic acid trans(+/-)-S-[tetrahydro-5-[[[(trifluoromethyl)sulfonyl]oxy]methyl]-3-furanyl]esterHCID 86750748—
SolventDichloromethaneHCID 6344—
ProductEthanethioic acid trans-(+/-)S-[5-(azidomethyl)tetrahydro-3-furanyl]esterHCID 8675032290.8%

Reaction Steps

To a 0° C. solution of 5.768 g of product from Example 22 in 16 ml of methylene chloride, under argon, is added, via syringe, a 0° C. solution of 5.86 g of tetrabutylammonium azide in 16 ml of methylene chloride. The reaction is stirred in an ice bath for 30 minutes and then concentrated in vacuo. The residue is purified by chromatography (Silica Gel: 50% ethyl acetate/hexane) to give 3.418 g of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05750735
Source datasetuspto-grants-1998_05
ORD IDord-d73c3b7ef6c0444da33e3e284a54f9e3
Source noteuspto-grants-1998_05