HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (2S, 4S, 5S)-5-{N-[2(R)-(1-Naphthylmethyl)-3-(morpholinocarbonyl)propionyl]-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 | (2R)-3-(Morpholinocarbonyl)-2-(1-naphthylmethyl)-propionic acid | HCID 13913945 | — |
| 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 | — |
| Product | (2S, 4S, 5S)-5-{N-[2(R)-(1-Naphthylmethyl)-3-(morpholinocarbonyl)propionyl]-3-(4-thiazolyl)-L-alanyl}amino-6-cyclohexyl-4-hydroxy-2-(1-ethyl-1-hydroxypropyl)-N-methylhexanamide | HCID 14989064 | 88% |
Reaction Steps
A procedure similar to that described in Example 2 was repeated, except that 120 mg (0.21 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)], 81 mg (0.25 mmoles) of 2(R)-(1-naphthylmethyl)-3-(morpholinocarbonyl)propionic acid, 0.04 ml (0.26 mmoles) of diethyl cyanophosphate, and 0.09 ml (0.65 mmoles) of triethylamine were used, to obtain 144 mg (yield 88%) 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-8d88f7b0357e4b72a29159fb61ba7ee6 |
| Source note | uspto-grants-1994_11 |