HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutyl chloroformate → HCID 13578783, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | N-tert-Butoxycarbonyl-L-tryptophan | HCID 83169 | — |
| Reactant | 2-Amino-3-(trifluoromethyl)benzoic acid | HCID 604569 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 4-Methylmorpholine | HCID 7972 | — |
| Product | HCID 13578783 | HCID 13578783 | — |
Reaction Steps
Using the procedure of Step A of Example 7, a solution of 22.8 g of BOC-L-Tryptophane in 150 ml of methylene chloride and 20.6 g of N-methyl-morpholine, 19.5 ml of isobutyl chloroformate in 75 ml of methylene chloride, 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 20.7 g of 1,1-dimethylethyl N-[(S) 2-[1H-indol-3-yl]-1-[4-oxo-8-trifluoromethyl-4H-3,1-benzoxazin-2-yl]-ethyl-carbamate melting at 166° C. and having a specific rotation of [α]D =-52°±2.5° (c=0.4% in CH3COOH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04636512 |
| Source dataset | uspto-grants-1987_01 |
| ORD ID | ord-376108a4f0f840d28f5783f29ea7f596 |
| Source note | uspto-grants-1987_01 |