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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2248944Generated: October 31, 2026

Boron Trichloride → 5-amino-3-(beta-D-arabinofuranosyl)thiazolo[4,5-d]pyrimidine-2,7(3H,6H)-dione

https://huagongshe.com/reaction/2248944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron TrichlorideHCID 25135—
Reactant5-Amino-3-(2,3,5-tri-O-benzyl-beta-D-arabinofuranosyl)thiazolo[4,5-d]pyrimidine-2,7(3H,6H)-dioneHCID 136197589—
SolventDichloromethaneHCID 6344—
Product5-amino-3-(beta-D-arabinofuranosyl)thiazolo[4,5-d]pyrimidine-2,7(3H,6H)-dioneHCID 136126104—

Reaction Conditions

Temperature-40 °C

Reaction Steps

Compound 39 is dissolved in dry dichloromethane and deprotected using an excess of boron trichloride (1M in dichloromethane) at -78° C. and allowed to warm to -40° C. for 2 hours before quenching with methanol. The residue after workup is crystallized from water to yield 40 as a colorless crystalline solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05041426
Source datasetuspto-grants-1991_08
ORD IDord-894e3069799a406f8476c8dfdde12415
Source noteuspto-grants-1991_08