Lithium Hydroxide → HCID 131730697, compound

HRID 446695Notes

Reaction equation

HRID 446695 reaction equation
C[O:2][C:3](=[O:72])[C@H:4]([CH2:60][CH2:61][CH2:62][CH:63]([C:65]([O:67][C:68]([CH3:71])([CH3:70])[CH3:69])=[O:66])[NH2:64])[NH:5][NH:6][C:7]([C:9]1[N:13]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[N:12]=[C:11]([NH:23][C:24]([C:26]2[N:30]([CH2:31][C:32]3[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[CH:34][CH:33]=3)[N:29]=[C:28]([NH:40][C:41]([C:43]3[N:47]([CH2:48][C:49]4[CH:54]=[CH:53][C:52]([O:55][CH3:56])=[CH:51][CH:50]=4)[N:46]=[C:45]([N+:57]([O-:59])=[O:58])[CH:44]=3)=[O:42])[CH:27]=2)=[O:25])[CH:10]=1)=[O:8].[OH-].[Li+]>CO.C1COCC1.O>[CH3:22][O:21][C:18]1[CH:19]=[CH:20][C:15]([CH2:14][N:13]2[C:9]([C:7]([NH:6][NH:5][C@H:4]([C:3]([OH:72])=[O:2])[CH2:60][CH2:61][CH2:62][CH:63]([C:65]([O:67][C:68]([CH3:71])([CH3:70])[CH3:69])=[O:66])[NH2:64])=[O:8])=[CH:10][C:11]([NH:23][C:24]([C:26]3[N:30]([CH2:31][C:32]4[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[CH:34][CH:33]=4)[N:29]=[C:28]([NH:40][C:41]([C:43]4[N:47]([CH2:48][C:49]5[CH:54]=[CH:53][C:52]([O:55][CH3:56])=[CH:51][CH:50]=5)[N:46]=[C:45]([N+:57]([O-:59])=[O:58])[CH:44]=4)=[O:42])[CH:27]=3)=[O:25])=[N:12]2)=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 131730698HCID 131730698, compound

Product 1

HCID 131730697HCID 131730697, compound

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

A 143 mg (146 μmol, 1.00 equiv) amount of 2-(1-(4-methoxybenzyl)-3-(1-(4-methoxybenzyl)-3-(1-(4-methoxybenzyl)-3-nitro-1H-pyrazole-5-carboxamido)-1H-pyrazole-5-carboxamido)-1H-pyrazole-5-carboxamido-6-(tert-butoxycarbonyl)-lysine methyl ester and 9 mg lithium hydroxide (376 μmol, 2.57 equiv) were stirred in a mixture of methanol/THF/water (5:5:1) for 16 h at 65° C. Workup and purification were conducted according to general procedure A to yield the free carboxylic acid as a colorless solid. Yield: 111 mg (115 μmol, 79%).

Workup

  1. customWorkup and purification

Sources & evidence

ORD record
ord-3872c5fe591341d9952d4355d8e01f15
Source dataset
uspto-grants-2013_07
Patent number
US08481494B2

Reaction notes

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