HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 118062339, compound → HCID 118061887, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 118062339 | HCID 118062339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 118061887 | HCID 118061887 | 25.9% |
Reaction Steps
To a stirred solution of Intermediate 346B (0.1 g, 0.248 mmol) in THF (1 mL) was added BH3.DMS complex (0.236 mL, 2.481 mmol) under nitrogen and the reaction mixture was stirred at RT for 16 h. The reaction mixture was then cooled to 0° C., quenched with methanol (1 mL) and stirred for 15 min at RT. The volatiles were removed under reduced pressure and the crude compound was purified by silica gel chromatography (12 g REDISEP® column, eluting with 25% EtOAc in hexanes). Fractions containing the product were combined and evaporated to afford Intermediate 346C as a white solid (0.025 g, 25%). MS(ES): −m/z=390.4 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ ppm 4.37-4.27 (m, 2H), 4.22 (q, J=7.4 Hz, 3H), 4.12-4.00 (m, 3H), 1.33-1.26 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09273058B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-bdcfae26ef5341c4a67631858b6cef3d |
| Source note | uspto-grants-2016_03 |