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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771053Generated: November 1, 2026

Pyridine → 2,2,2-trichloroethyl 10-[5-(Boc-amino)-4-oxopentanoyloxy]decanoate

https://huagongshe.com/reaction/1771053

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant2,2,2-Trichloroethyl 10-hydroxydecanoateHCID 10663450—
Reactant5-((tert-Butoxycarbonyl)amino)-4-oxopentanoic acidHCID 17989820—
SolventDichloromethaneHCID 6344—
Product2,2,2-trichloroethyl 10-[5-(Boc-amino)-4-oxopentanoyloxy]decanoateHCID 9003455871%

Reaction Steps

This compound was prepared from 5-(Boc-amino)-4-oxopentanoic acid (1.00 g; 4.3 mmol), the product from 12a (1.37 g; 4.3 mmol), N,N′-dicyclohexylcarbodiimide (DCC, 1.03 g; 5.0 mmol), and pyridine (2.0 mL) in dichloromethane (40 mL) using Procedure E. The crude product was purified on a 100×50 mm silica gel 60 column eluted with ethyl acetate-hexane (1:2), collecting 16×50 mL fractions. From evaporation of fractions 4-9 gave 1.6 g (71%) product was obtained (yellowish oil).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249086B2
Source datasetuspto-grants-2016_02
ORD IDord-7941edeb037e4a96b5dd4232491ec8e2
Source noteuspto-grants-2016_02