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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008999Generated: November 4, 2026

Sodium hydride → Methyl (7R)-7-{[(benzyloxy)carbonyl]amino}-13-cyclohexyl-10-methyl-7,8-dihydro-6H-thieno[2',3':4,5]pyrrolo[1,2-e][1,5]benzoxazocine-11-carboxylate

https://huagongshe.com/reaction/1008999

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactantmethyl 5-{2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-bromopropyl)oxy]phenyl}-6-cyclohexyl-3-methyl-4H-thieno[3,2-b]pyrrole-2-carboxylateHCID 67298840—
SolventDimethylformamideHCID 6228—
ProductMethyl (7R)-7-{[(benzyloxy)carbonyl]amino}-13-cyclohexyl-10-methyl-7,8-dihydro-6H-thieno[2',3':4,5]pyrrolo[1,2-e][1,5]benzoxazocine-11-carboxylateHCID 6729870545%

Reaction Steps

Methyl 5-{2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-bromopropyl)oxy]phenyl}-6-cyclohexyl-3-methyl-4H-thieno[3,2-b]pyrrole-2-carboxylate was dissolved in DMF (0.034M) and NaH (1.1 eq., 60% in mineral oil) was added. The mixture was left stirring at RT. After 30 min all volatiles were evaporated i. vac. The residual material was purified by chromatography (PE:EtOAc, 8.5:1.5). The product was obtained as a colourless solid (45%). MS (ES+) m/z 559 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973026B2
Source datasetuspto-grants-2011_07
ORD IDord-7b356d088bec43748ec0e2297a1531fd
Source noteuspto-grants-2011_07