Hydroxyphenylacetic acid → HCID 136333690, compound

HRID 1953008Notes

Reaction equation

HRID 1953008 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=O)=[CH:4][CH:3]=1.Cl.[NH2:13][C:14]([NH:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][NH:25][C:26](=[O:39])[C@@H:27]([CH2:29][CH2:30][CH2:31][NH:32][C:33]([NH2:38])=[N:34][N+:35]([O-:37])=[O:36])[NH2:28])=[CH:20][CH:19]=1)=[O:15].CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>>[NH2:13][C:14]([NH:16][CH2:17][C:18]1[CH:19]=[CH:20][C:21]([CH2:24][NH:25][C:26](=[O:39])[C@@H:27]([CH2:29][CH2:30][CH2:31][NH:32][C:33]([NH2:38])=[N:34][N+:35]([O-:37])=[O:36])[NH:28][C:9](=[O:11])[CH2:8][C:5]2[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=2)=[CH:22][CH:23]=1)=[O:15]

Participants

4

Reactant 3

HCID 127Hydroxyphenylacetic acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 136333697HCID 136333697, compound

Product 1

HCID 136333690HCID 136333690, compoundYield 90%

Procedure

Prepared analogously to Example 14c) from 4-hydroxybenzene acetic acid, (R)-N-[[4-(aminocarbonylaminomethyl)phenyl]methyl]-N5 -[amino(nitroimino)methyl]-ornithinamidehydrochloride and TBTU in a yield of 90% of theory. Colourless crystals, Mp. 168-170° C.

Sources & evidence

ORD record
ord-50e9509ae1ec453dad9f79b7d239727a
Source dataset
uspto-grants-2000_09
Patent number
US06114390

Reaction notes

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