HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutyl chloroformate → HCID 20222343, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)- | HCID 90234 | — |
| Reactant | 2-Amino-3-(trifluoromethyl)benzoic acid | HCID 604569 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 4-Methylmorpholine | HCID 7972 | — |
| Product | HCID 20222343 | HCID 20222343 | 39.9% |
Reaction Steps
Using the procedure of Step A of Example 7, a solution of 29.5 g of BOC-O-benzyl L-serine in 200 ml of methylene chloride, 27.5 ml of N-methyl-morpholine, 26.2 g of isobutyl chloroformate in methylene chloride and 20.5 g of 2-amino-3-trifluoromethyl benzoic acid in 200 ml of methylene chloride and 11 ml of N-methyl-morpholine were reacted for 16 hours. The mixture was extracted with methylene chloride and chromatography on silica gel (eluent: methylene chloride) yielded 18.5 g of 1,1-dimethylethyl N-[1-[4-oxo-8-trifluoromethyl-4H-3,1-benzoxazin-2-yl]-2-(phenylmethoxy)-ethyl]-carbamate melting at 98° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04636512 |
| Source dataset | uspto-grants-1987_01 |
| ORD ID | ord-c34553c1cf464a86ab38f16a812aab2c |
| Source note | uspto-grants-1987_01 |