HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 66779478, 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 61286353 | HCID 61286353 | — |
| Product | HCID 66779478 | HCID 66779478 | 67% |
Reaction Steps
Using the general procedure for synthesizing naphthylalene (amino acid ester) phosphorochloridates and tosylate salt of (S)-tetrahydro-2H-pyran-4-yl-2-amino-3-methylbutanoate (3.76 g, 10.0 mmol), naphthalene-1-yl phosphorodichloridate (2.62 g, 10.0 mmol), triethylamine (2.81 mL, 2.0 mmol) and dichloromethane (54 mL) were combined to give 2.89 g of desired (2S)-tetrahydro-2H-pyran-4-yl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)-3-methylbutanoate as a pale yellow viscous oil in 67% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08759318B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-d1382960968f479f82d41362dba4cc8a |
| Source note | uspto-grants-2014_06 |