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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1794022Generated: November 2, 2026

Ethanol → (10,11-Dihydro-5h-pyrrolo-[2,1-c][1,4]benzodiazepin-10-yl)-[4-((3s)-3-hydroxy-2-methyl-cyclohex-1-en-1-yl)-3-methyl-phenyl]-methanone

https://huagongshe.com/reaction/1794022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantRacemic (10,11-Dihydro-5H-pyrrolo[2,1-c](1,4]benzodiazepin-10-yl)-[4-(3-hydroxy-2-methyl-cyclohex-1-en-1-yl)-3-methyl-phenyl]-methanoneHCID 10273123—
SolventHexaneHCID 8058—
Product(10,11-Dihydro-5h-pyrrolo-[2,1-c][1,4]benzodiazepin-10-yl)-[4-((3s)-3-hydroxy-2-methyl-cyclohex-1-en-1-yl)-3-methyl-phenyl]-methanoneHCID 21021806—

Reaction Steps

Racemic (10,11-Dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-10-yl)-[4-(3-hydroxy-2-methyl-cyclohex-1-en-1-yl)-3-methyl-phenyl]-methanone of Example 5 was subjected to chiral HPLC (Chiralpak AD, 21.1×250 mm, 50% ethanol in hexane). The second peak which eluted displayed a negative optical rotation and was arbitrarily assigned the (S)-configuration. The title compound was isolated as a white solid, [α]D=−36.69 (c=1.0, chloroform).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07022699B2
Source datasetuspto-grants-2006_04
ORD IDord-f3cb23d60d7f422c8b4a21a6bdb31ec4
Source noteuspto-grants-2006_04