HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dimethoxyethane → N-((1,1-Dimethylethoxy)carbonyl)-L-valyl-L-proline methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | Boc-L-Valine | HCID 83693 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-((1,1-Dimethylethoxy)carbonyl)-L-valyl-L-proline methyl ester | HCID 11416197 | — |
Reaction Steps
In one practice of the present invention, triethylamine and diethyl phosphorocyanidate ("DEPC") are added to S-proline methyl ester and N-t-Boc-L-valine in 1,2-dimethoxyethane at 0° C. After holding for one hour at 0° C., the mixture is allowed to warm to room temperature ("RT") over 4 hours and diluted with ethyl acetate. The diluted mixture is then washed with 5% HCl followed by sodium hydrogen carbonate followed with saturated brine. The solvent is then removed by vacuum (in vacuo) to yield N-t-Boc-L-Val-L-Pro-OMe as a colorless syrup.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05076973 |
| Source dataset | uspto-grants-1991_12 |
| ORD ID | ord-5d573c2f42904fa48592e4e2e7f17122 |
| Source note | uspto-grants-1991_12 |