O-Benzylhydroxylamine → HCID 86757319, compound

HRID 651811Notes

Reaction equation

C(O[C:6]([C@H:8]([C@@H:18]([CH2:29][CH:30]([CH3:32])[CH3:31])[C:19]([NH:21][NH:22][C:23](=[O:28])[NH:24][N:25]([CH3:27])N)=[O:20])[CH2:9]/[CH:10]=[CH:11]/[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:7])(C)(C)C.[CH2:33]([O:40][NH2:41])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.[O:42]1CCCC[CH:43]1ON>>[CH2:33]([O:40][NH:41][C:6]([C@H:8]([C@@H:18]([CH2:29][CH:30]([CH3:31])[CH3:32])[C:19]([NH:21][N:22]1[C:43](=[O:42])[N:25]([CH3:27])[NH:24][C:23]1=[O:28])=[O:20])[CH2:9][CH2:10][CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)=[O:7])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

Participants

Reactant 3

HCID 102313O-Benzylhydroxylamine

HCID 5142091O-(Tetrahydropyran-2-yl)hydroxylamine

HCID 88228501HCID 88228501, compound

Product 1

HCID 86757319HCID 86757319, compound

Procedure

In an analogous manner to that described in Example 1, parts (vi)-(viii), but using (E)-2(R)-[1(S)-(tert-butoxycarbonyl)-4-phenyl-3-butenyl]-4-methyl-2′-[(1-methylhydrazinyl)carbamoyl]valerohydrazide and O-benzylhydroxylamine in place of (E)-2(R)-[1(S)-(tert-butoxycarbonyl)-4-phenyl-3-butenyl]-2 ′-glycinyl-4-methylvalerohydrazide and O-(tetrahydro-2H-pyran-2(RS)-yl)hydroxylamine respectively there was obtained 2(R)-[1(S)-(benzyloxycarbamoyl)-4-phenylbutyl]-4-methyl-N-(1-methyl-3,5-dioxo-1,2,4-triazolidin-4-yl)valeramide in the form of a white solid.

Sources & evidence

ORD record: ord-bcccfb787a6e491882de978cfdd2f9a4
Source dataset: uspto-grants-2001_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06281363B1

Reaction notes

Loading…