HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 86662572, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | p-Toluenesulfonate | HCID 85570 | — |
| Reactant | HCID 66778986 | HCID 66778986 | — |
| Reactant | HCID 86662573 | HCID 86662573 | — |
| Product | HCID 86662572 | HCID 86662572 | 24% |
Reaction Steps
Using the general procedure for synthesizing naphthyl (aminoacid ester) phosphorochloridates the tosylate salt of (S)-2,4-difluorobenzyl 2-amino-3-methylbutanoate (1.7 g, 4.1 mmol), quinoline 6-yloxy phosphorodichloridate (1.08 g, 4.1 mmol), triethyl amine (1.15 mL, 8.2 mmol) and dichloromethane (30 mL) were combined to give 462 mg of desired (2S)-2,4-difluorobenzyl 2-(chloro(quinolin-6-yloxy)phosphorylamino)-3-methylbutanoate after short silica gel chromatography as pale yellow gummy syrup in 24% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08759318B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-d1e8a8b493724ea4825528a36b951417 |
| Source note | uspto-grants-2014_06 |