O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → HCID 136333705, compound

HRID 1953030Notes

Reaction equation

HRID 1953030 reaction equation
[NH2:1][C:2](=[N:26][N+:27]([O-:29])=[O:28])[NH:3][CH2:4][CH2:5][CH2:6][C@H:7]([C:23]([OH:25])=O)[NH:8][C:9]([O:11][CH2:12][C:13]1[CH:22]=[CH:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=1)=[O:10].[NH2:30][C:31]([NH:33][CH2:34][C:35]1[CH:40]=[CH:39][C:38]([CH2:41][NH2:42])=[CH:37][CH:36]=1)=[O:32].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>CO>[NH2:30][C:31]([NH:33][CH2:34][C:35]1[CH:40]=[CH:39][C:38]([CH2:41][NH:42][C:23](=[O:25])[C@@H:7]([CH2:6][CH2:5][CH2:4][NH:3][C:2]([NH2:1])=[N:26][N+:27]([O-:29])=[O:28])[NH:8][C:9]([O:11][CH2:12][C:13]2[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=2)=[O:10])=[CH:37][CH:36]=1)=[O:32]

Participants

5

Reactant 3

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 15480554HCID 15480554, compoundHCID 136333706HCID 136333706, compound

Product 1

HCID 136333705HCID 136333705, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Prepared analogously to Example 69a) from (R)-N5 -[amino(nitroimino)methyl]-N2 -[(2-naphthyl)methoxycarbonyl]-ornithine, 4-(aminocarbonylaminomethyl)benzenemethanamine and TBTU in a yield of 32% of theory. Colourless crystals, Mp. 155-160° C. (Methanol/glacial acetic acid 20/1, v/v).

Sources & evidence

ORD record
ord-ce8edc144a1e47e88ebaf4fa4d8bfcfa
Source dataset
uspto-grants-2000_09
Patent number
US06114390

Reaction notes

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