HuagongsheHuagongshe Chemistry Print Report · For research reference only
2(R)-benzyl-3-(N-benzyl-N-methylaminocarbonyl)propionic acid → (2R, 4S, 5S)-5-{N-[2(R)-Benzyl-3-(N-benzyl-N-methylaminocarbonyl)propionyl]-3-(4-thiazolyl)-L-alanyl}amino-6-cyclohexyl-4-hydroxy-2-methyl-N-propylhexanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2(R)-benzyl-3-(N-benzyl-N-methylaminocarbonyl)propionic acid | HCID 15045754 | — |
| Reactant | (2R, 4S, 5S)-5-[N-(t-Butoxycarbonyl)-3-(4-thiazolyl)-L-alanyl]amino-6-cyclohexyl-4-hydroxy-2-methyl-N-propylhexanamide | HCID 15045768 | — |
| Product | (2R, 4S, 5S)-5-{N-[2(R)-Benzyl-3-(N-benzyl-N-methylaminocarbonyl)propionyl]-3-(4-thiazolyl)-L-alanyl}amino-6-cyclohexyl-4-hydroxy-2-methyl-N-propylhexanamide | HCID 15045745 | 32.4% |
Reaction Steps
The procedure described in Example 6(b) was repeated, but using 252 mg (0.468 mmole) of (2R, 4S, 5S)-5-[N-(t-butoxycarbonyl)-3-(4-thiazolyl)-L-alanyl]amino-6-cyclohexyl-4-hydroxy-2-methyl-N-propylhexanamide [prepared as described in Example 18(a)] and 152 mg (0.488 mmole) of 2(R)-benzyl-3-(N-benzyl-N-methylaminocarbonyl)propionic acid, to afford 111 mg of the title compound as a colorless powder, melting at 115°-118° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05378689 |
| Source dataset | uspto-grants-1995_01 |
| ORD ID | ord-00122406129940e8ae918264aaeecf03 |
| Source note | uspto-grants-1995_01 |