HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → Acetic acid, [(1-methylethyl)thio][[(phenylmethoxy)carbonyl]amino]-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 2-Propanethiol | HCID 6364 | — |
| Reactant | 2-(((Benzyloxy)carbonyl)amino)-2-hydroxyacetic acid | HCID 3509506 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | Acetic acid, [(1-methylethyl)thio][[(phenylmethoxy)carbonyl]amino]- | HCID 11346620 | 94% |
Reaction Steps
α-hydroxy-N-benzyloxycarbonylglycine 22A (5.57 g, 0.027 mol) of Example 1 was stirred with isopropylmercaptan (8.29 g, 0.11 mol) in glacial acetic acid (26.5 mL) at 0° C. Conc H2SO4 (0.27 mL) was added and the mixture stirred for 2 days at room temperature. The mixture was then poured into ice and the organic layer extracted with ethyl acetate. The ethyl acetate solution was washed with water, 5% NaHCO3, dried over MgSO4, solvent removed to give 22B in 94% yield. This was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05580979 |
| Source dataset | uspto-grants-1996_12 |
| ORD ID | ord-b3b359cee4614acc9ed20aa7c9d88e9e |
| Source note | uspto-grants-1996_12 |