HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → 1-[(S)-2-[[[1-[[(S)-2-[[(1,1-Dimethylethoxy)carbonyl]amino]-1-oxohexyl]amino]pentyl]hydroxyphosphinyl]oxyl]-1-oxopropyl]-L-proline, ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Trimethylamine | HCID 1146 | — |
| Reactant | 1-[(S)-6-[(Trifluoroacetyl)amino]-2-[[[(1-amino)pentyl]methoxyphosphinyl]oxy]-1-oxohexyl]-L-proline, ethyl ester | HCID 131716003 | — |
| Reactant | N2 Benzoyl-N6-[(phenylmethoxy)carbonyl]-L-lysine | HCID 131716011 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 1-[(S)-2-[[[1-[[(S)-2-[[(1,1-Dimethylethoxy)carbonyl]amino]-1-oxohexyl]amino]pentyl]hydroxyphosphinyl]oxyl]-1-oxopropyl]-L-proline, ethyl ester | HCID 131716010 | — |
Reaction Steps
Trimethylamine is bubbled into a solution of the diester product from part (a) (483 mg., 0.86 mmole) in acetone (6 ml.) according to the procedure of Example 4 part (f) to yield 432 mg. of 1-[(S)-2-[[[1-[[(S)-2-[[(1,1-dimethylethoxycarbonyl]amino]-1-oxohexyl]amino]pentyl]hydroxyphosphinyl]oxyl]-1-oxopropyl]-L-proline, ethyl ester (isomer B). TLC (silica gel; isopropanol:ammonia:water, 7:2:1) Rf =0.60.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04849414 |
| Source dataset | uspto-grants-1989_07 |
| ORD ID | ord-dd1ac6a0e1e3482081438fa6c00764e7 |
| Source note | uspto-grants-1989_07 |