HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methoxyacetyl chloride → HCID 69783003, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methoxyacetyl chloride | HCID 96623 | — |
| 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 69783003 | HCID 69783003 | — |
Reaction Steps
Analogously to Example 105, 200 mg (0.33 mmol) of 1-[2(S)-hydroxy-3(S)-(N-(methoxycarbonyl)-(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 50 μl (0.495 mmol) of methoxyacetic acid chloride and 2 mg (0.017 mmol) of DMAP. To complete the reaction a further 0.5 equivalents of methoxyacetic acid chloride and a few granules of DMAP are added and the mixture is stirred. Extraction and digestion from DIPE/hexane in an ultrasound bath yields the pure title compound: TLC Rf (O)=0.48; tRet (V)=15.6 min; FAB-MS (M+H)+ =678.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05753652 |
| Source dataset | uspto-grants-1998_05 |
| ORD ID | ord-593f93e0dcc44148a6e892b9ed0bda1d |
| Source note | uspto-grants-1998_05 |