HuagongsheHuagongshe Chemistry Print Report · For research reference only
Palmitoyl chloride → HCID 10147487, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Palmitoyl chloride | HCID 8206 | — |
| Reactant | methyl N-[(1S)-1-[[(1S,2S)-1-benzyl-3-[cyclohexylmethyl-[[(2S)-2-(methoxycarbonylamino)-3-methyl-butanoyl]amino]amino]-2-hydroxy-propyl]carbamoyl]-2-methyl-propyl]carbamate | HCID 461993 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 10147487 | HCID 10147487 | — |
Reaction Steps
Analogously to Example 105, 200 mg (0.33 mmol) of 1-[2(S)-hydroxy-3(S)-(N-(methoxy-carbonyl)-(L)-valyl)amino-4-phenyl-butyl]-1-[cyclohexylmethyl]-2-[N-methoxycarbonyl-(L)-valyl]-hydrazine (Example 73a) in 2.6 ml of dioxane and 0.4 ml of pyridine are reacted with 0.15 ml (0.495 mmol) of palmitic acid chloride and 2 mg (0.017 mmol) of DMAP. To complete the reaction a further 0.3 ml of palmitic acid chloride and a small amount of DMAP are added and the mixture is stirred. Extraction and column chromatography (SiO2, ethyl acetate/hexane 3:2) yields the pure title compound: TLC Rf (H')=0.47; tRet (V)=25.2 min; FAB-MS (M+H)+ =844.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05753652 |
| Source dataset | uspto-grants-1998_05 |
| ORD ID | ord-9ceed2032291419fa46662b3da056934 |
| Source note | uspto-grants-1998_05 |