HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → (S)-2-Methoxycarbonylamino-3-methylbutyric acid 3-acetyl-5-[N'-((R)-2-carboxy-2-hydroxyethyl)-N'-(5'-chloro-2'-fluorobiphenyl-4-ylmethyl)hydrazinocarbonyl]pyrazol-1-ylmethyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (S)-2-Amino-3-methylbutyric Acid 3-Acetyl-5-[N'-((R)-2-carboxy-2-hydroxyethyl)-N'-(5'-chloro-2'-fluorobiphenyl-4-ylmethyl)hydrazinocarbonyl]pyrazol-1-ylmethyl Ester | HCID 117669070 | — |
| Product | (S)-2-Methoxycarbonylamino-3-methylbutyric acid 3-acetyl-5-[N'-((R)-2-carboxy-2-hydroxyethyl)-N'-(5'-chloro-2'-fluorobiphenyl-4-ylmethyl)hydrazinocarbonyl]pyrazol-1-ylmethyl Ester | HCID 117669068 | 3% |
Reaction Steps
(S)-2-Amino-3-methylbutyric acid 3-acetyl-5-[N′-((R)-2-carboxy-2-hydroxyethyl)-N′-(5′-chloro-2′-fluorobiphenyl-4-ylmethyl)hydrazinocarbonyl]pyrazol-1-ylmethyl ester (21.0 mg, 35 μmol) was combined with DCM (134 μL, 2.1 mmol) and Et3N (15 μL, 0.1 mmol). Methyl chloroformate (2.7 μL, 35 μmol) was added and the mixture was stirred at room temperature for 20 minutes. The solvent was removed in vacuo and the residue was purified by preparative HPLC to yield the title compound (0.7 mg). MS m/z [M+H]+ calc'd for C30H33ClFN5O9, 662.20. found 662.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871792B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-aa85ac39382349f49a748c1bd2640e57 |
| Source note | uspto-grants-2014_10 |