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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2268384Generated: October 30, 2026

Acetic Acid → HCID 59975313, compound

https://huagongshe.com/reaction/2268384

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant(2R,3R,4S,5R)-2-{2-(Aminomethyl)-6-[(2,2-diphenylethyl)amino]-9H-purin-9-yl}-5-(methoxymethyl)tetrahydro-3,4-furandiolHCID 9897827—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59975313HCID 5997531375.7%

Reaction Steps

The title compound was prepared by a similar method to example 6 using (2R,3R,4S,5R)-2-{2-(aminomethyl)-6-[(2,2-diphenylethyl)amino]-9H-purin-9-yl}-5-(methoxymethyl)tetrahydro-3,4-furandiol (example 1) (250 mg, 0.51 mmol), tert-butyl 4-oxo-1-piperidinecarboxylate (100 mg, 0.51 mmol), sodium triacetoxyborohydnde (162 mg, 0.75 mmol) and acetic acid (30 mg, 0.5 mmol) in tetrahydrofuran (20 ml). The product was purified by column chromatography on silica gel eluting with a solvent system of dichloromethane:methanol:ammonia (92.3:6.7:0.33) to give the title compound (260 mg) as a solid. R 0.66 in dichloromethane:methanol:ammonia (80:20:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06326359B1
Source datasetuspto-grants-2001_12
ORD IDord-6ae58fe59e224663b2a91bac6dcb77bf
Source noteuspto-grants-2001_12