HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → 1-[3-(acetylthio)-2-methoxycarbonylmethylpropanoyl]-L-proline tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | L-Proline 1,1-dimethylethyl ester | HCID 6453108 | — |
| Reactant | 3-Acetylthio-2-methoxycarbonylmethylpropanoic acid | HCID 12774428 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-[3-(acetylthio)-2-methoxycarbonylmethylpropanoyl]-L-proline tert-butyl ester | HCID 54504018 | — |
Reaction Steps
To a solution of L-proline t-butyl ester (1.71 g.) and 3-hydroxybenzotriazole (1.35 g.) in dichloromethane (15 ml.) dicyclohexylcarbodiimide (2.06 g.) and the product from Example 79 (2.2 g.) are added. After 18 hours stirring at room temperature, the precipitate formed is filtered off, the filtrate is washed neutral, dried and concentrated to dryness to yield 3.7 g. of the named product Rf : 0.8 (silica gel-ethyl acetate).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04690936 |
| Source dataset | uspto-grants-1987_09 |
| ORD ID | ord-e42da5b655854492bcd7fb2797c9d3ee |
| Source note | uspto-grants-1987_09 |