Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | L-Alanine Isopropyl Ester | HCID 13089459 | — |
| Reactant | HCID 15936310 | HCID 15936310 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89650387 | HCID 89650387 | 75.9% |
Reaction Steps
(S)-isopropyl 2-aminopropanoate hydrochloride (Oakwood, 500 mg, 2.98 mmol) and naphthalen-2-yl phosphorodichloridate (724 mg, 2.98 mmol) was suspended in anhydrous DCM (25 mL). The reaction was cooled to −78° C. Triethylamine (604 mg, 830 μl, 5.97 mmol) was added dropwise. The reaction mixture was stirred at −78° C. for 1 h, then allowed to warmed up to room temperature and stirred for 5 h. The solvent was removed, and the residue was washed with dry ethyl ether and filtered. The filtrate was concentrated to give crude (2S)-isopropyl 2-(chloro(naphthalen-2-yloxy)phosphorylamino)propanoate as a light yellow oil (0.8 g, 75%) and used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09108999B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-b1ee40ac1f434b18b18bd28bdfa3ec47 |
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| Source note | uspto-grants-2015_08 |
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