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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413617Generated: October 29, 2026

Pyridine → HCID 54008227, compound

https://huagongshe.com/reaction/413617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactantbenzyl 3-hydroxy-2-(phenylmethoxycarbonylamino)propanoateHCID 562178—
ReactantHCID 18520972HCID 18520972—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54008227HCID 5400822789.3%

Reaction Steps

To a mixture of 10 g 2-benzyloxycarbonylamino-3-hydroxy-propionic acid benzyl ester [C. G. Skinner, T. J. McCord, J. M. Ravel, W. Shive, J. Am. Chem. Soc., 78, 1956, 2412] and 10 g 6,8-dimethyl-non-2-yl chloroformate in 80 ml of THF was added a solution of 3.4 ml of pyridine in 40 ml THF at 0° C. The reaction mixture was stirred for 25 h at rt, diluted with ether and washed with 2N hydrochloric acid, saturated sodium bicarbonate and brine. The organic phase was dried and evaporated to dryness. The resulting oil was purified by chromatography on silica gel to yield 14.3 g of a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06569411B2
Source datasetuspto-grants-2003_05
ORD IDord-81259dc550ff4abb9594d99978cbc441
Source noteuspto-grants-2003_05