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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052229Generated: October 30, 2026

Tetrahydrofuran → HCID 86676230, compound

https://huagongshe.com/reaction/1052229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantMethyl 2-[[(1,1-dimethylethoxy)carbonyl]-2-propen-1-ylamino]-4-pentenoateHCID 11108397—
ReactantDiisobutylaluminumhydride tolueneHCID 86583787—
SolventPotassium sodium tartarateHCID 9855836—
ProductHCID 86676230HCID 8667623083.9%

Reaction Steps

To a mixture of methyl 2-[(tert-butoxycarbonyl)(prop-2-en-1-yl)amino]pent-4-enoate (5.0 g) produced above and tetrahydrofuran (100 mL) was added 1M diisobutylaluminum hydride/toluene solution (60 mL) at 0° C., and the mixture was stirred at the same temperature for 15 min. The reaction mixture was diluted with aqueous potassium sodium tartrate solution, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate. Insoluble material was filtered off, and the filtrate was concentrated under reduced pressure to give the title compound (3.76 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388195B2
Source datasetuspto-grants-2016_07
ORD IDord-73a50d5de7304819bd0f4b6e27a4dbc3
Source noteuspto-grants-2016_07