HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (2S, 4S, 5S)-5-[N-(N-Morpholinoacetyl-L-phenylalanyl)-3-(4-thiazolyl)-L-alanyl]amino-4-hydroxy-2-(1-hydroxy-1-methylethyl)-7-methyl-N-methyloctanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | (2S, 4S, 5S)-5-[N-(t-Butoxycarbonyl)-3-(4-thiazolyl)-L-alanyl]amino-4-hydroxy-2-(1-hydroxy-1-methylethyl)-7-methyl-N-methyloctanamide | HCID 14989088 | — |
| Reactant | N-morpholinoacetyl-L-phenylalanine | HCID 15018012 | — |
| Product | (2S, 4S, 5S)-5-[N-(N-Morpholinoacetyl-L-phenylalanyl)-3-(4-thiazolyl)-L-alanyl]amino-4-hydroxy-2-(1-hydroxy-1-methylethyl)-7-methyl-N-methyloctanamide | HCID 14989073 | 79.5% |
Reaction Steps
A procedure similar to that described in Example 2 was repeated, except that 100 mg (0.19 mmoles) of (2S, 4S, 5S)-5-[N-(t-butoxycarbonyl)-3-(4-thiazolyl)-L-alanyl]amino-4-hydroxy-2-(1-hydroxy-1-methylethyl)-7-methyl-N-methyloctanamide [prepared as described in Example 16(a)], 62 mg (0.21 mmoles) of N-morpholinoacetyl-L-phenylalanine, 0.03 ml (0.20 mmoles) of diethyl cyanophosphate, and 0.08 ml (0.57 mmoles) of triethylamine were used, to obtain 104 mg (yield 78%) of the title compound as a white amorphous substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05364844 |
| Source dataset | uspto-grants-1994_11 |
| ORD ID | ord-4b03d6107d974b65a0e1ec1288ff1920 |
| Source note | uspto-grants-1994_11 |