HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (2S, 4S, 5S)-5-[N-(N-Morpholinoacetyl-L-phenylalanyl)-3-(4-thiazolyl)-L-alanyl]amino-6-cyclohexyl-4-hydroxy-2-(1-ethyl-1-hydroxypropyl)-N-methylhexanamide
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-6-cyclohexyl-4-hydroxy-2-(1-ethyl-1-hydroxypropyl)-N-methylhexanamide | HCID 14989091 | — |
| Reactant | N-morpholinoacetyl-L-phenylalanine | HCID 15018012 | — |
| Product | (2S, 4S, 5S)-5-[N-(N-Morpholinoacetyl-L-phenylalanyl)-3-(4-thiazolyl)-L-alanyl]amino-6-cyclohexyl-4-hydroxy-2-(1-ethyl-1-hydroxypropyl)-N-methylhexanamide | HCID 14989065 | 80% |
Reaction Steps
A procedure similar to that described in Example 2 was repeated, except that 100 mg (0.17 mmoles) of (2S, 4S, 5S)-5-[N-(t-butoxycarbonyl)-3-(4-thiazolyl)-L-alanyl]amino-6-cyclohexyl-4-hydroxy-2-(1-ethyl-1-hydroxypropyl)-N-methylhexanamide [prepared as described in Example 18(a)], 55 mg (0.19 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 103 mg (yield 79%) 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-f5c910f023444571b469774cd7f6a715 |
| Source note | uspto-grants-1994_11 |