HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(methoxycarbonyl)-4-keto-D-proline methyl ester → N-(methoxycarbonyl)-cis-4-hydroxy-D-proline methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(methoxycarbonyl)-4-keto-D-proline methyl ester | HCID 11275680 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Platinum | HCID 23939 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(methoxycarbonyl)-cis-4-hydroxy-D-proline methyl ester | HCID 21310449 | — |
| Product | N-(methoxycarbonyl)-trans-4-hydroxy-D-proline methyl ester | HCID 21310450 | — |
Reaction Steps
A 5.0 mL solution of 0.125 g of N-(methoxycarbonyl)-4-keto-D-proline methyl ester in ethyl acetate was mixed with 12.5 mg of 5% platinum on alumina under 70 psig of hydrogen at 25° C. After 18 h, the yields of N-(methoxycarbonyl)-cis-4-hydroxy-D-proline methyl ester and N-(methoxycarbonyl)-trans-4-hydroxy-D-proline methyl ester were 98.7% and 1.3%, respectively, with no N-(methoxycarbonyl)-4-keto-D-proline methyl ester remaining.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05928933 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-b27de7f916044eaf81ca0ee908401ded |
| Source note | uspto-grants-1999_07 |