HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloromethyl Methyl Ether → 2,4-Bis-(Cbz-valinyl-amino)-1,5-diphenyl-3-((methoxy)methoxy)pentane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloromethyl Methyl Ether | HCID 7864 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | benzyl N-[(1S)-1-[[1-benzyl-3-[[(2S)-2-(benzyloxycarbonylamino)-3-methyl-butanoyl]amino]-2-hydroxy-4-phenyl-butyl]carbamoyl]-2-methyl-propyl]carbamate | HCID 3011026 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,4-Bis-(Cbz-valinyl-amino)-1,5-diphenyl-3-((methoxy)methoxy)pentane | HCID 22845556 | 10% |
Reaction Steps
A solution of 22 mg of the resultant compound of Example 70 in 1 ml of dichloromethane was treated with 0.07 ml of ethyldiisopropylamine and 0.03 ml of chloromethyl methyl ether. The resulting solution was heated at reflux for 1 h. The cooled solution was concentrated in vacuo to give 26 mg of a crude solid which was recrystallized from ethyl acetate/chloroform to provide 15 mg of the desired compound (Rf 0.6, 10% methanol in chloroform) as a white solid, m.p. 197°-198° C. Mass spectrum: (M+H)+ =781.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05142056 |
| Source dataset | uspto-grants-1992_08 |
| ORD ID | ord-b677d80e5d9f4896b8482112b3122638 |
| Source note | uspto-grants-1992_08 |