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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2258299Generated: October 31, 2026

Tetrahydrofuran → HCID 101747281, compound

https://huagongshe.com/reaction/2258299

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium ChlorideHCID 25517—
Reactanttert-Butyl [(2S,4S)-4-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-5-methyl-1-oxohexan-2-yl]carbamateHCID 11590225—
ProductHCID 101747281HCID 101747281—

Reaction Conditions

Temperature55 °C

Reaction Steps

The reaction mixture is stirred for a further 20 minutes at 55° C. and then cooled to 5° C. A solution of 2(S)-(tert-butoxycarbonyl)amino-4(S)-[4-methoxy-3-(3-methoxypropoxy)-benzyl]-5-methyl-hexanal (190 g) in tetrahydrofuran (700 ml) is then added dropwise. The reaction mixture is stirred for a further 3 hours at room temperature, then at 5° C. saturated ammonium chloride solution is added and the mixture is extracted with diethyl ether. The organic phases are concentrated and purified by FC (4 kg of silica gel, ethyl acetate/hexane 1:3). The title compound is obtained in the form of a colourless oil (139 g): Rf (ethyl acetate/hexane 1:2)=0.26; HPLC Rt =22.7 and 22.8 min ((4:6)-diastereoisomeric mixture).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05659065
Source datasetuspto-grants-1997_08
ORD IDord-bfb90797dc9b4900b4c445295340c58f
Source noteuspto-grants-1997_08