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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 975172Generated: October 29, 2026

Tetrahydrofuran → HCID 54419178, compound

https://huagongshe.com/reaction/975172

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantMethyl valinate hydrochlorideHCID 111190—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 18998674HCID 18998674—
SolventMethanolHCID 887—
ProductHCID 54419178HCID 5441917886.6%

Reaction Steps

A mixture of 1.0 g of Compound 40-a, 0.7 g of valine methylester hydrochloride, 0.5 g of molecular sieves and 15 ml of THF was stirred at room temperature for 2 days. After ice cooling, 3 ml of methanol and subsequently 0.4 g of sodium cyanoborohydride were added to the mixture. After the mixture was stirred overnight, insoluble matters were filtered off, and the filtrate was concentrated. The residue was diluted with dichloromethane, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography [eluent: hexane/ethyl acetate (1/1)] to give 1.2 g (82%) of the product as a yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05607955
Source datasetuspto-grants-1997_03
ORD IDord-d02393d7e0f34efca9f8965437af7278
Source noteuspto-grants-1997_03