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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1373097Generated: October 30, 2026

{(S)-1-[(2S,4R)-4-(3-Methyl-but-2-enyl)-5-oxo-tetrahydro-furan-2-yl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester → [(1S,2S,4R)-1-Benzyl-4-(bicyclo[2.2.1]hept-2-ylcarbamoyl)-2-hydroxy-7-methyl-oct-6-enyl]carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1373097

Reaction equation

Participants

RoleNameHCIDCharge
Reactant{(S)-1-[(2S,4R)-4-(3-Methyl-but-2-enyl)-5-oxo-tetrahydro-furan-2-yl]-2-phenyl-ethyl}-carbamic acid tert-butyl esterHCID 12015737—
Reactant(2R,4S,5S)-5-t-Butoxycarbonylamino-4-hydroxy-2-methyl-6-phenylhexanoic acid (bicyclo[2.2.1]hept-2-yl)amideHCID 86596503—
Product[(1S,2S,4R)-1-Benzyl-4-(bicyclo[2.2.1]hept-2-ylcarbamoyl)-2-hydroxy-7-methyl-oct-6-enyl]carbamic acid tert-butyl esterHCID 6950768460%

Reaction Steps

{(S)-1-[(2S,4R)-4-(3-Methyl-but-2-enyl)-5-oxo-tetrahydro-furan-2-yl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester (D5) was treated with (±)exo-norbornylamine as described in D3 to afford D6 as a white solid (60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07160905B2
Source datasetuspto-grants-2007_01
ORD IDord-b2ed7cc5fe3641929660154b8213a09f
Source noteuspto-grants-2007_01