O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → HCID 136333695, compound

HRID 1953036Notes

Reaction equation

HRID 1953036 reaction equation
[NH2:1][C:2](=[N:19][N+:20]([O-:22])=[O:21])[NH:3][CH2:4][CH2:5][CH2:6][C@H:7]([C:16]([OH:18])=O)[NH:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10].[NH2:23][C:24]([NH:26][CH2:27][C:28]1[CH:33]=[CH:32][C:31]([CH2:34][NH2:35])=[CH:30][CH:29]=1)=[O:25].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>>[NH2:23][C:24]([NH:26][CH2:27][C:28]1[CH:33]=[CH:32][C:31]([CH2:34][NH:35][C:16](=[O:18])[C@@H:7]([CH2:6][CH2:5][CH2:4][NH:3][C:2]([NH2:1])=[N:19][N+:20]([O-:22])=[O:21])[NH:8][C:9]([O:11][C:12]([CH3:13])([CH3:14])[CH3:15])=[O:10])=[CH:30][CH:29]=1)=[O:25]

Participants

4

Reactant 3

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 15480554HCID 15480554, compoundHCID 170923170HCID 170923170, compound

Product 1

HCID 136333695HCID 136333695, compoundYield 35%

Procedure

Prepared analogously to Example 69a) from (R)-N5 -[amino(nitroimino)methyl]-N2 -[(1,1-dimethylethoxy)carbonyl]-ornithine, 4-(amino-carbonylaminomethyl)benzenemethanamine and TBTU in a yield of 35% of theory.

Sources & evidence

ORD record
ord-f91bce6dfc254d459600152e876c1b55
Source dataset
uspto-grants-2000_09
Patent number
US06114390

Reaction notes

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