HCID 21308025, compound → HCID 53240350, compound

HRID 2115193Notes

Reaction equation

HRID 2115193 reaction equation
[OH:1][CH:2]([C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1)[CH2:3][CH2:4][CH:5]1[C:8](=[O:9])[N:7]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17](=[O:37])[CH2:18][CH2:19][CH2:20][CH2:21][NH:22][C:23](=[O:36])[CH:24]([NH2:35])[CH2:25][C:26]3[CH:31]=[CH:30][C:29]([N:32]=[N+:33]=[N-:34])=[CH:28][CH:27]=3)=[CH:12][CH:11]=2)[CH:6]1[C:38]1[CH:43]=[CH:42][C:41]([O:44][CH3:45])=[CH:40][CH:39]=1.[C:52](C1CC(=O)N(O)C1=O)(=[O:66])[CH2:53][CH2:54][CH2:55][CH2:56][C@H:57]1[C@@H:65]2[C@@H:60]([NH:61][C:62]([NH:64]2)=[O:63])[CH2:59][S:58]1>CN(C)C=O>[N:32]([C:29]1[CH:30]=[CH:31][C:26]([CH2:25][CH:24]([NH:35][C:52](=[O:66])[CH2:53][CH2:54][CH2:55][CH2:56][CH:57]2[CH:65]3[NH:64][C:62](=[O:63])[NH:61][CH:60]3[CH2:59][S:58]2)[C:23](=[O:36])[NH:22][CH2:21][CH2:20][CH2:19][CH2:18][C:17](=[O:37])[NH:16][C:13]2[CH:12]=[CH:11][C:10]([N:7]3[C:8](=[O:9])[CH:5]([CH2:4][CH2:3][CH:2]([OH:1])[C:46]4[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=4)[CH:6]3[C:38]3[CH:39]=[CH:40][C:41]([O:44][CH3:45])=[CH:42][CH:43]=3)=[CH:15][CH:14]=2)=[CH:27][CH:28]=1)=[N+:33]=[N-:34]

Participants

4

Reactant 2

HCID 21308025HCID 21308025, compoundHCID 72569089HCID 72569089, compound

Product 1

HCID 53240350HCID 53240350, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

40 mg (0.058 mmol) of compound 12 and 60 mg of D-biotinyl -N-hydroxysuccinimide 13 (Bachem) are solved in 0.5 ml DMF (dimethylformamide). It is evaporated after 1 h at room temperature. The residue is purified by flash chromatography (methylenchloride/methanol/conc. ammonia 30:5:1). 29 mg (55%) of compound 14 is obtained in form of an amorphic solid compound: C49H57N9O7S (912.12) MS (ESI+) 916.6 (M+H+).

Workup

  1. customIt is evaporated after 1 h at room temperature
  2. customThe residue is purified by flash chromatography (methylenchloride/methanol/conc. ammonia 30:5:1)

Sources & evidence

ORD record
ord-990f41a716df4cfbb6ac9e8af07689c4
Source dataset
uspto-grants-2008_10
Patent number
US07435727B2

Reaction notes

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