HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 118939095, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Methyl 1,2,3,4-tetrahydroisoquinoline-5-carboxylate--hydrogen chloride (1/1) | HCID 44607840 | — |
| Reactant | HCID 89479126 | HCID 89479126 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 118939095 | HCID 118939095 | — |
Reaction Steps
To 600 mg (2.64 mmol) 1,2,3,4-tetrahydro-isoquinoline-5-carboxylic acid methyl ester hydrochloride and 657 mg (2.64 mmol) [(S)-1-(4-formyl-phenyl)-ethyl]-carbamic acid tert-butyl ester (example II) in 5 mL THF are added 452 μL (7.91 mmol) AcOH and the mixture is stirred at r.t. for 10 min. After that time, the resulting mixture is cooled to 0° C., 838 mg (3.95 mmol) sodium triacetoxyborohydride are added and the reaction mixture is stirred at r.t. for 2 h. The reaction is quenched by the addition of 500 μl water and purified by HPLC (ACN/H2O/NH3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09340510B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-ef1e7375efff4329951676a80a910bfe |
| Source note | uspto-grants-2016_05 |