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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 362606Generated: October 31, 2026

Butyric Acid → HCID 136365332, compound

https://huagongshe.com/reaction/362606

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 136365332HCID 13636533234.4%

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 aluminum 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 numberUS05869493
Source datasetuspto-grants-1999_02
ORD IDord-6092af39e6f340bfa11c6b33e88c05cd
Source noteuspto-grants-1999_02