HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Proline 1,1-dimethylethyl ester → 1-[[(RS)-2-(ethoxycarbonyl)-3-phenylpropyl]sulphonyl]-L-proline tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Proline 1,1-dimethylethyl ester | HCID 6453108 | — |
| Reactant | Ethyl 2-benzyl-3-chlorosulphonylpropionate | HCID 21475177 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 1-[[(RS)-2-(ethoxycarbonyl)-3-phenylpropyl]sulphonyl]-L-proline tert-butyl ester | HCID 86751635 | — |
Reaction Steps
In an analogous manner to that described above, by reacting ethyl 2-benzyl-3-chlorosulphonylpropionate with L-proline tert-butyl ester in the presence of triethylamine there is obtained 1-[[(RS)-2-(ethoxycarbonyl)-3-phenylpropyl]sulphonyl]-L-proline tert-butyl ester which is converted into (S)-α-[[[(S)-2-(tert-butyloxycarbonyl)-1-pyrrolidinyl]sulphonyl]methyl]hydrocinnamic acid by enzymatic hydrolysis using α-chymotrypsin.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05688946 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-e4b0652b12c94695aeef1e884e7e5917 |
| Source note | uspto-grants-1997_11 |