HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl isocyanate → 1-[2(S)-Hydroxy-3(S)-(N-(quinoline-2-carbonyl)-(L)-asparaginyl)amino-4-phenyl-butyl]-1-[cyclohexylmethyl]-2-[benzylaminocarbonyl]-hydrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl isocyanate | HCID 76639 | — |
| Reactant | 1-[2(S)-Hydroxy-3(S)-(N-(quinoline-2-carbonyl)-(L)-asparagyl)amino-4-phenyl-butyl]-1-[cyclohexylmethyl]-hydrazine | HCID 10650516 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-[2(S)-Hydroxy-3(S)-(N-(quinoline-2-carbonyl)-(L)-asparaginyl)amino-4-phenyl-butyl]-1-[cyclohexylmethyl]-2-[benzylaminocarbonyl]-hydrazine | HCID 69783460 | — |
Reaction Steps
Analogously to Example 103, 100 mg (0.178 mmol) of 1-[2(S)-hydroxy-3(S)-(N-(quinoline-2-carbonyl)-(L)-asparaginyl)amino-4-phenyl-butyl]-1-[cyclohexylmethyl]hydrazine (Example 71E) i) in 0.7 ml of THF are reacted with 21 μl (0.169 mmol) of benzyl isocyanate. Column chromatography (SiO2, methylene chloride/methanol 15:1) and digestion from DIPE yields the title compound: TLC Rf (A')=0.12; tRet (V)=15.5 min; FAB-MS (M+H)+ =694.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05753652 |
| Source dataset | uspto-grants-1998_05 |
| ORD ID | ord-7a558a380b3243f7b3850edf352c0fc0 |
| Source note | uspto-grants-1998_05 |