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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 498993Generated: October 29, 2026

Trifluoroacetic acid → Methyl(7r)-7-amino-14-cyclohexyl-7,8-dihydro-6h-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate

https://huagongshe.com/reaction/498993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
Reactantmethyl (7R)-7-[(tert-butoxycarbonyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylateHCID 53381223—
SolventDichloromethaneHCID 6344—
ProductMethyl(7r)-7-amino-14-cyclohexyl-7,8-dihydro-6h-indolo[1,2-e][1,5]benzoxazocine-11-carboxylateHCID 50994751100%

Reaction Steps

Methyl (7R)-7-[(tert-butoxycarbonyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (0.14 M) in DCM was treated with TFA (10 eq) and stirred at RT for 1 h. The reaction was diluted with DCM and cautiously basified with aq. NaHCO3, before separating the phases and extracting the aqueous with DCM. The combined organics were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to afford the product as an off-white foam (100%) that was used without further purification. (ES+) m/z 405 (M+H)+; [α]D+42.3, c=1, MeOH

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767660B2
Source datasetuspto-grants-2010_08
ORD IDord-76df756f689943b8b738d55df2f7387e
Source noteuspto-grants-2010_08