1-Hydroxybenzotriazole → HCID 136333695, compound

HRID 1953018Notes

Reaction equation

HRID 1953018 reaction equation
C1C=CC2N(O)N=NC=2C=1.[NH2:11][C:12](=[N:29][N+:30]([O-:32])=[O:31])[NH:13][CH2:14][CH2:15][CH2:16][C@H:17]([C:26]([OH:28])=O)[NH:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20].[NH2:33][C:34]([NH:36][CH2:37][C:38]1[CH:43]=[CH:42][C:41]([CH2:44][NH2:45])=[CH:40][CH:39]=1)=[O:35].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>>[NH2:33][C:34]([NH:36][CH2:37][C:38]1[CH:43]=[CH:42][C:41]([CH2:44][NH:45][C:26](=[O:28])[C@@H:17]([CH2:16][CH2:15][CH2:14][NH:13][C:12]([NH2:11])=[N:29][N+:30]([O-:32])=[O:31])[NH:18][C:19]([O:21][C:22]([CH3:23])([CH3:24])[CH3:25])=[O:20])=[CH:40][CH:39]=1)=[O:35]

Participants

5

Reactant 4

HCID 757711-HydroxybenzotriazoleHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 15480554HCID 15480554, compoundHCID 170923170HCID 170923170, compound

Product 1

HCID 136333695HCID 136333695, compoundYield 80%

Procedure

Prepared analogously to Example 14c), but with the addition of HOBt, from (R)-N5 -[amino(nitroimino)methyl]-N2 -[(1,1-dimethylethoxy)-carbonyl]-ornithine, 4-(aminocarbonylaminomethyl)-benzenemethanamine and TBTU in a yield of 80% of theory. Colourless crystals, Mp. 172° C.

Workup

  1. customPrepared analogously to Example 14c), but

Sources & evidence

ORD record
ord-934792b912854a5bb8afdd498265f6b8
Source dataset
uspto-grants-2000_09
Patent number
US06114390

Reaction notes

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