Triethylsilane → HCID 13696519, compound

Temperature

0 °C

To a stirred solution containing S-ethyl (2R)-2-{[(benzyloxy)carbonyl]amino}-propanethioate (18.9 g, 62.5 mmol), wet 10% Pd/C (1.89 g), and acetone (347 mL) at 0° C. was added triethylsilane (29.9 mL, 187.5 mmol). The resulting mixture was stirred for 30 minutes at 0° C. and then filtered through celite using ethyl acetate to wash the celite thoroughly. The filtrate was concentrated and partitioned between acetonitrile (500 mL) and hexanes (150 mL). The layers were separated, and the acetonitrile phase was washed once with hexane (150 mL) and then concentrated to provide the desired product (59.4 mmol, 95%) which was used in the next step without further purification.

1. filtrationfiltered through celite
2. washto wash the celite thoroughly
3. concentrationThe filtrate was concentrated
4. custompartitioned between acetonitrile (500 mL) and hexanes (150 mL)
5. customThe layers were separated
6. washthe acetonitrile phase was washed once with hexane (150 mL)
7. concentrationconcentrated

ORD record

ord-1f0e203ed4b941fcb1e1305262df5a03

Source dataset

uspto-grants-2009_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07625909B2