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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 660426Generated: October 31, 2026

2,4-Difluorobenzylamine → (1-Benzyl-3-{[3-(2,4-difluoro-benzylamino)-4-nitro-benzenesulfonyl]-isobutyl-amino}-2-hydroxy-propyl)-carbamic Acid hexahydro-furo[2,3-b]furan-3-yl Ester

https://huagongshe.com/reaction/660426

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DifluorobenzylamineHCID 2733244—
Reactant{1-Benzyl-3-[(3-fluoro-4-nitro-benzenesulfonyl)-isobutyl-amino]-2-hydroxy-propyl}-carbamic Acid hexahydro-furo[2,3-b]furan-3-yl EsterHCID 68508884—
SolventTetrahydrofuranHCID 8028—
Product(1-Benzyl-3-{[3-(2,4-difluoro-benzylamino)-4-nitro-benzenesulfonyl]-isobutyl-amino}-2-hydroxy-propyl)-carbamic Acid hexahydro-furo[2,3-b]furan-3-yl EsterHCID 69155346100%

Reaction Steps

{1-Benzyl-3-[(3-fluoro-4-nitro-benzenesulfonyl)-isobutyl-amino]-2-hydroxy-propyl}-carbamic acid hexahydro-furo[2,3-b]furan-3-yl ester (7) (0.40 g, 0.67 mmol, 1 equiv) and 2,4-difluoro-benzylamine (0.14 g, 1 mmol, 1.49 equiv) were dissolved in tetrahydrofurane (10 mL). The solution was heated to reflux for 18 h. The solution was concentrated and the crude product was dissolved in dichloromethane (15 mL). The organic layer was washed with saturated NaHCO3 solution (15 mL). The organic layer was separated and evaporated under reduced pressure to yield the title compound (0.48 g, 0.67 mmol, quantitative). LRMS (ES+): m/z 719 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084494B2
Source datasetuspto-grants-2011_12
ORD IDord-47dafd42dc0b4ea084f174b980f37af4
Source noteuspto-grants-2011_12