HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-fluorophenyl)-2-hydroxyethy]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}-D-alanine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-fluorophenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}-D-alanine | HCID 66843258 | — |
| Reactant | Ammonium acetate water | HCID 86619100 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-fluorophenyl)-2-hydroxyethy]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}-D-alanine | HCID 66843176 | 48% |
Reaction Steps
N-{[4-((2R,3R)-1-(4-fluorophenyl)-3-{[2-(4-fluorophenyl)-2-oxoethyl]thio}-4-oxoazetidin-2-yl)phenoxy]acetyl}-D-alanine was dissolved in methanol (1.5 ml). Sodium borohydride was added and the mixture was stirred for 30 minutes. An ammonium acetate/H2O solution (2 ml) was added and the methanol was evaporated. The product was purified by preparative HPLC (CH3CN/0.1% ammoniumacetate buffer 20:80-100:0). The fractions containing product were lyophilized and 27 mg (48%) of the title product was obtained. M/z: 555.0 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07871998B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-71776bca95e844f192e8fb14fa14a23a |
| Source note | uspto-grants-2011_01 |