HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diphosgene → (2S)-2-[1-Hydroxy-2-(4-methoxyphenoxy)ethyl]-l-[N-(4-methoxybenzylaminocarbonyl)-L-prolyl]pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diphosgene | HCID 10426 | — |
| Reactant | 4-Methoxybenzylamine | HCID 75452 | — |
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Reactant | (2S)-1-[N-(tert-Butoxycarbonyl)-L-prolyl]-2-[1-hydroxy-2(4-methoxyphenoxy)ethyl]pyrrolidine | HCID 22860058 | — |
| Reactant | (2S)-2-[1-hydroxy-2-(4-methoxyphenoxy)ethyl]-l-(L-prolyl)pyrrolidine hydrochloride | HCID 22860064 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | (2S)-2-[1-Hydroxy-2-(4-methoxyphenoxy)ethyl]-l-[N-(4-methoxybenzylaminocarbonyl)-L-prolyl]pyrrolidine | HCID 22860066 | — |
Reaction Steps
By the same procedure as in Example 24-A) using trichloromethyl chloroformate (0.20 ml), 4-methoxybenzylamine (449 mg), triethylamine (0.45 ml+0.89 ml) and (2S)-2-[1-hydroxy-2-(4-methoxyphenoxy)ethyl]-l-(L-prolyl)pyrrolidine hydrochloride (1.18 g) as obtained by treating (2S)-1-[N-(t-butoxycarbonyl)-L-prolyl]-2-[1-hydroxy-2-(4-methoxyphenoxy) ethyl]pyrrolidine obtained in Example 22-A) with 4N hydrochloric acid/1,4-dioxane, there was obtained 661 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05506256 |
| Source dataset | uspto-grants-1996_04 |
| ORD ID | ord-ac3048f02d4b47059dcb80ddaf248134 |
| Source note | uspto-grants-1996_04 |