4,5-Epoxy-7-nitro-2,3,4,5-tetrahydro-benzoxepin → Trans-7-nitro-5-(5-(R,S)-methyl-2-oxo-pyrrolidin-1-yl)-2,3,4,5-tetrahydro-1-benzoxepin-4-ol

Participants

Role	Name	HCID	Charge
Reactant	4,5-Epoxy-7-nitro-2,3,4,5-tetrahydro-benzoxepin	HCID 14580522	—
Reactant	trans-7-nitro-5-(5-(R,S)-methyl-2-oxo-pyrrolidin-1-yl)-4-trimethylsilyloxy-2,3,4,5-tetrahydro-1-benzoxepin	HCID 131717814	—
Product	Trans-7-nitro-5-(5-(R,S)-methyl-2-oxo-pyrrolidin-1-yl)-2,3,4,5-tetrahydro-1-benzoxepin-4-ol	HCID 131717813	—

Reaction Steps

Starting from 10.4 g (50 mmol) of 4,5-epoxy-7-nitro-2,3,4,5-tetrahydro-1-benzoxepin, 6.7 g of trans-7-nitro-5-(5-(R,S)-methyl-2-oxo-pyrrolidin-1-yl)-4-trimethylsilyloxy-2,3,4,5-tetrahydro-1-benzoxepin melting in the range 179°-185° C. are isolated. After elimination of the silyl group and after crystallization and chromatography on silica gel (ethyl acetate/cyclohexane 7:3) the diastereomers A and B are obtained.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05194442
Source dataset	uspto-grants-1993_03
ORD ID	ord-cfd711e206c54fc38049f67a18544328
Source note	uspto-grants-1993_03