HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12946Generated: October 26, 2026
Binap, (A+-)- → HCID 44221920, compound
https://huagongshe.com/reaction/12946
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | (3aR,6aR)-Hexahydro-pyrrolo[3,4-b]pyrrole-5-carboxylic acid benzyl ester | HCID 44221501 | — |
| Reactant | Trifluoro-methanesulfonic acid 4'-cyano-biphenyl-4-yl ester | HCID 44221918 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 44221920 | HCID 44221920 | — |
Reaction Steps
The product of Example 1B (trifluoro-methanesulfonic acid 4′-cyano-biphenyl-4-yl ester) (135 mg, 0.55 mmole), the product of Example 1C (198 mg, 0.61 mmole), palladium acetate (2.7 mg, 0.012 mmole), racemic-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP, 20 mg, 0.033 mmole) and sodium tert-butoxide (80 mg, 0.83 mmole) were mixed in 1.5 ml of toluene and heated at 80° C. under N2 for 16 hours. The mixture was cooled to room temperature, diluted with water and extracted with dichloromethane (3×). The combined organics were dried over sodium sulfate and concentrated to provide the crude product, which was purified by chromatography (5% methanol in dichloromethane) to provide the title compound. MS: (M+H)+=424.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07728031B2 |
|---|
| Source dataset | uspto-grants-2010_06 |
|---|
| ORD ID | ord-bf0d1e5abb8142eca0ac3f867410aacf |
|---|
| Source note | uspto-grants-2010_06 |
|---|