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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 48553Generated: October 30, 2026

Butyric Acid → HCID 136110737, compound

https://huagongshe.com/reaction/48553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButyric AcidHCID 264—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant(R)-9-[4-(N-tert-Butoxycarbonyl-L-valyloxy)-2-hydroxymethylbutyl]guanineHCID 136201790—
SolventDichloromethaneHCID 6344—
ProductHCID 136110737HCID 13611073734.4%

Reaction Steps

DCC (110 mg, 0.53 mmol) was dissolved in dichloromethane (10 ml) and butyric acid (82 mg, 0.93 mmol) was added. After 4 hours at room temperature the mixture was filtered and the filtrate was evaporated. The residue was dissolved in pyridine (5 ml) and (R)-9-[4-(N-tert-Butoxycarbonyl-L-valyloxy)-2-hydroxymethylbutyl]guanine (200 mg, 0.44 mmol) (Example 1, step a) was added. The mixture was stirred for 120 hours at room temperature. According to TLC the reaction was incomplete and more anhydride was made using the procedure above. This anhydride was added and the mixture was stirred for an additional 20 hours. The reaction mixture was evaporated and chromatographed first on silica gel and then on aluminium oxide, in both cases eluted with dichloromethane/methanol to give 79 mg of the intermediate product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06703394B2
Source datasetuspto-grants-2004_03
ORD IDord-e49c6c589cd44b67bbb6f8ca6937d1c5
Source noteuspto-grants-2004_03