HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde → HCID 11421768, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 11455752 | HCID 11455752 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Product | HCID 11421768 | HCID 11421768 | — |
Reaction Steps
To a solution of the product of Example 2 (300 mg, 0.38 mmol) in 4 mL of MeOH was added zinc chloride (26 mg, 0.19 mmol, 0.5 eq), followed by formaldehyde (37% aqueous solution, 141 μL, 1.9 mmol, 10 eq). The solution was stirred at room temperature for 30 minutes and then sodium cyanoborohydride (24 mg, 0.38 mmol, 1 eq) was added. The reaction mixture was stirred at room temperature for 2 hours. and then the solvent was removed in vacuo. The crude product was purified by reverse phase HPLC to afford the title compound as a bis(trifluoroacetate) salt. MS m/z [M+H+] calc'd for C34H44N4O4 573.3; found 573.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858792B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-aff560108ee84dddaf6785bf62d27632 |
| Source note | uspto-grants-2010_12 |