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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432335Generated: November 2, 2026

[(S*)-2-(3-Benzyloxy-phenyl)-1-((2S*,4R*)-4-methyl-5-oxo-tetrahydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl ester → [(1S*,2S*,4R*)-1-(3-Benzyloxy-benzyl)-4-butylcarbamoyl-2-hydroxy-pentyl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1432335

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[(S*)-2-(3-Benzyloxy-phenyl)-1-((2S*,4R*)-4-methyl-5-oxo-tetrahydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl esterHCID 11495571—
SolventButylamineHCID 8007—
Product[(1S*,2S*,4R*)-1-(3-Benzyloxy-benzyl)-4-butylcarbamoyl-2-hydroxy-pentyl]-carbamic acid tert-butyl esterHCID 11648991188.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

[(S*)-2-(3-Benzyloxy-phenyl)-1-((2S*,4R*)-4-methyl-5-oxo-tetrahydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl ester (4.0 g, 9.4 mmol) is dissolved in butylamine (200 ml) and stirred for 18 h in an heating bath of 90° C. The butylamine is evaporated and the residue is recrystallized from DCM/ether/hexane to give white crystals (4.42 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612054B2
Source datasetuspto-grants-2009_11
ORD IDord-21f919459fd844af955ace2b14e4fcc9
Source noteuspto-grants-2009_11