HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 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 | HCID 10273123 | — |
| Solvent | Hexane | HCID 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]-methanone | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07022699B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-f3cb23d60d7f422c8b4a21a6bdb31ec4 |
| Source note | uspto-grants-2006_04 |