Methanol → HCID 178467367, compound

HRID 889526Notes

Reaction equation

HRID 889526 reaction equation
[CH2:1]([O:3][C:4]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22]3[N:26](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[N:25]=[N:24][N:23]=3)=[CH:12][CH:11]=2)[C:7]2[C:46]([C:50]([O:52][C:53]([O:56][C:57]([O:59][CH2:60][CH2:61][CH:62]([CH3:74])[C@@H:63]([O:70][N+:71]([O-:73])=[O:72])[C@H:64]([O:66][N+:67]([O-:69])=[O:68])[CH3:65])=[O:58])([CH3:55])[CH3:54])=[O:51])=[CH:47][CH:48]=[CH:49][C:6]=2[N:5]=1)[CH3:2].CO>C(Cl)Cl>[CH2:1]([O:3][C:4]1[N:8]([CH2:9][C:10]2[CH:11]=[CH:12][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22]3[NH:23][N:24]=[N:25][N:26]=3)=[CH:14][CH:15]=2)[C:7]2[C:46]([C:50]([O:52][C:53]([O:56][C:57]([O:59][CH2:60][CH2:61][CH:62]([CH3:74])[C@@H:63]([O:70][N+:71]([O-:73])=[O:72])[C@H:64]([O:66][N+:67]([O-:69])=[O:68])[CH3:65])=[O:58])([CH3:54])[CH3:55])=[O:51])=[CH:47][CH:48]=[CH:49][C:6]=2[N:5]=1)[CH3:2]

Participants

4

Reactant 2

HCID 887MethanolHCID 866470221-[({[(4R,5R)-3-Methyl-4,5-bis(nitrooxy)hexyl]oxy}carbonyl)oxy]-1-methylethyl 2-ethoxy-1-{[2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylate

Product 1

HCID 178467367HCID 178467367, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-[({[(4R,5R)-3-Methyl-4,5-bis(nitrooxy)hexyl]oxy}carbonyl)oxy]-1-methylethyl 2-ethoxy-1-{[2′-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylate (1.77 g, 1.76 mmol) was dissolved in CH2Cl2 (5 mL) and MeOH was added (30 mL). After stirring at room temperature for 72 hrs, the solution was concentrated under reduced pressure. The residue was purified by flash chromatography (Biotage SP1, SNAP 100 g column, CH2Cl2/MeOH 98:2) affording the tile compound as a white solid.

Workup

  1. concentrationthe solution was concentrated under reduced pressure
  2. customThe residue was purified by flash chromatography (Biotage SP1, SNAP 100 g column, CH2Cl2/MeOH 98:2)

Sources & evidence

ORD record
ord-66505e7b3df543068af0e120236d3b2a
Source dataset
uspto-grants-2012_08
Patent number
US08252825B2

Reaction notes

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