HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 178418361, compound → HCID 178447520, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Reactant | HCID 178447519 | HCID 178447519 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178447520 | HCID 178447520 | 94.9% |
Reaction Steps
2,2-Dimethyl-propionic acid ((R)-3-benzyloxycarbonylamino-2-hydroxy-propyl)-cyclohexylmethyl-phosphinoyloxymethyl ester (0.90 g, 0.39 mmol) was dissolved in ethanol (35 mL) and was hydrogenated via a hydrogen par shaker for 3 h at 50 psi with 10% Pd/C (0.09 g) as a catalyst. The reaction was filtered through celite and concentrated in vacuo to give 2,2-dimethyl-propionic acid ((R)-3-amino-2-hydroxy-propyl)-cyclohexylmethyl-phosphinoyloxymethyl ester (130 mg, 0.37 mmol). 1H NMR (CDCl3, 300 MHz): δ 5.65 (m, 1H), 4.2 (m, 1H), 3.8 (m, 1H), 3.60 (m, 1H), 2.01-1.55 (m, 14H), 1.40-0.95 (m, 11H). 31P NMR (CDCl3, 300 MHz): 60.65, 59.20. LC/MS m/z: [M+H]+=350.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687540B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-d3fed5b726a84306b87bf3140a9c4d8c |
| Source note | uspto-grants-2010_03 |