HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 66779267, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | p-Toluenesulfonate | HCID 85570 | — |
| Reactant | 1-Dichlorophosphoryloxynaphthalene | HCID 575631 | — |
| Reactant | HCID 59273156 | HCID 59273156 | — |
| Product | HCID 66779267 | HCID 66779267 | 72% |
Reaction Steps
Using the general procedure for synthesizing naphthyl (amino acid ester) phosphorochloridates and tosylate salt of (S)-cyclopentyl-2-amino-3-methylbutanoate (2.58 g, 7.2 mmol), naphthalene-1-yl phosphorodichloridate (1.88 g, 7.2 mmol), triethyl amine (2.014 mL, 14.4 mmol) and dichloromethane (20 mL) were combined to give 2.12 g of desired (2S)-cyclopentyl 2-(chloro(naphthalen-1-yloxy)-phosphorylamino)-3-methylbutanoate as a pale yellow viscous oil in 72% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08759318B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-633726a705904c528f0592bf3aaad2e6 |
| Source note | uspto-grants-2014_06 |