HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]- → HCID 13578785, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]- | HCID 77857 | — |
| Reactant | 2-Amino-3-(trifluoromethyl)benzoic acid | HCID 604569 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 4-Methylmorpholine | HCID 7972 | — |
| Solvent | Isobutyl chloroformate | HCID 62365 | — |
| Product | HCID 13578785 | HCID 13578785 | 44.5% |
Reaction Steps
Using the procedure of Step A of Example 7, a solution of 19.9 g of BOC-L-phenylalanine in 150 ml of methylene chloride and 20.6 ml of N-methyl-morpholine, 19.5 ml of isobutyl chloroformate in 75 ml of methylene chloride and 15.4 g of 2-amino-3-trifluoromethyl benzoic acid in 150 ml of methylene chloride and 8.3 ml of N-methyl-morpholine were reacted to obtain 14.5 g of 1,1-dimethylethyl N-[(S) 2-phenyl-1-[4-oxo-8-(trifluoromethyl)-4H-3,1-benzoxazin-2-yl]-ethyl]-carbamate melting at 145° C. and having a specific rotation of [α]D =-33.5°±2° (c=0.5% in CH3COOH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04636512 |
| Source dataset | uspto-grants-1987_01 |
| ORD ID | ord-79dff35baf8b4571af8b261c36e3caae |
| Source note | uspto-grants-1987_01 |