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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 421947Generated: November 1, 2026

Dimethyl Sulfide → methyl (7R)-7-[{2-[[4-(aminosulfonyl)butyl](methyl)amino]ethyl}(methyl)amino]-1 4-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

https://huagongshe.com/reaction/421947

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfideHCID 1068—
Reactantmethyl(7R)-7-[{2-[[4-(aminosulfonyl)butanoyl](methyl)amino]ethyl}(methyl)-amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylateHCID 66674679—
SolventTetrahydrofuranHCID 8028—
Productmethyl (7R)-7-[{2-[[4-(aminosulfonyl)butyl](methyl)amino]ethyl}(methyl)amino]-1 4-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylateHCID 66675081—

Reaction Steps

A solution of methyl(7R)-7-[{2-[[4-(aminosulfonyl)butanoyl](methyl)amino]ethyl}-(methyl)amino]-14-cyclohexyl-7,8-dihydro -6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (0.03 M) in THF was treated with BH3.DMS complex (2 M in THF; 15 eq.). The resulting solution was stirred at RT for 1 h. The reaction was quenched by the careful addition of HCl/MeOH (1.25 M) and the resulting solution heated at 80° C. until all volatiles had evaporated to afford the title compound. The product was used in the next step without further purification. (ES+) m/z 611 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101595B2
Source datasetuspto-grants-2012_01
ORD IDord-432ae404119640778f3fa958fda5477e
Source noteuspto-grants-2012_01