HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (Z)-3-(5-benzyloxy-2-bromo-4-methylphenyl)-2-benzyloxycarbonylaminoacrylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,1,3,3-Tetramethylguanidine | HCID 66460 | — |
| Reactant | Methyl 2-{[(benzyloxy)carbonyl]amino}-2-(dimethyl phosphono)acetate | HCID 2734718 | — |
| Reactant | 5-Benzyloxy-2-bromo-4-methylbenzaldehyde | HCID 20631582 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (Z)-3-(5-benzyloxy-2-bromo-4-methylphenyl)-2-benzyloxycarbonylaminoacrylic acid methyl ester | HCID 58437218 | 58.1% |
Reaction Steps
To a solution of 5-benzyloxy-2-bromo-4-methylbenzaldehyde (0.39 g) and N-(benzyloxycarbonyl)-alpha-phosphonoglycine trimethyl ester (0.38 g) in dichloromethane (2 mL) was added 1,1,3,3-tetramethylguanidine (0.18 g) at room temperature and this mixture was stirred at room temperature for 2 days. To this reaction mixture was added 1 mol/L hydrochloric acid and the precipitated solid was collected by filtration, and washed with water, dried under reduced pressure to give the title compound (0.34 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993616B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-48ba8b0953e0460abdc6fc23cdb59084 |
| Source note | uspto-grants-2015_03 |