HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanethioic acid, S-(3-chloro-2-methyl-3-oxopropyl) ester → (+/-)-4,5-dihydro-4-ethoxy-(2-mercapto-1-oxopropyl)-1H-pyrrole-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanethioic acid, S-(3-chloro-2-methyl-3-oxopropyl) ester | HCID 103458 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | L-Proline 1,1-dimethylethyl ester | HCID 6453108 | — |
| Reactant | Acetylthioacetylchloride | HCID 23301560 | — |
| Reactant | 4-ethoxy-L-proline | HCID 54352148 | — |
| Reactant | 4-ethoxy-L-proline tert-butyl ester | HCID 57282194 | — |
| Product | (+/-)-4,5-dihydro-4-ethoxy-(2-mercapto-1-oxopropyl)-1H-pyrrole-2-carboxylic acid | HCID 23343183 | — |
Reaction Steps
By substituting 4-ethoxy-L-proline tert-butyl ester [prepared from 4-ethoxy-L-proline by the procedure described in J. Am. Chem. Soc., 82, 3359 (1960) for L-proline] for the L-proline tert-butyl ester and acetylthioacetyl chloride for the 3-acetylthio-2-methylpropanoyl chloride in the procedure of Example 1, and then submitting the product to the procedure of Example 2, (±)-4,5-dihydro-4-ethoxy-(2-mercapto-1-oxopropyl)-1H-pyrrole-2-carboxylic acid is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04217458 |
| Source dataset | uspto-grants-1980_08 |
| ORD ID | ord-52e63023c5ee40d3a42dbfa19351f9f4 |
| Source note | uspto-grants-1980_08 |