HCID 11097971, compound → HCID 10481511, compound

HRID 2219285Notes

Reaction equation

[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C@:11]([CH3:18])([CH:13]([O:16][CH3:17])[O:14][CH3:15])[C@@H:10]3[O:19][C@@H:9]3[C:8]=2[CH:20]=1)([O-:3])=[O:2].[CH3:21][C:22]1[CH:27]=[C:26]([CH3:28])[CH:25]=[C:24]([CH3:29])[C:23]=1[NH:30][CH2:31][C:32]1[N:33]=[N:34][N:35]([CH3:37])[N:36]=1>>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][C@:11]([CH3:18])([CH:13]([O:16][CH3:17])[O:14][CH3:15])[C@H:10]([OH:19])[C@@H:9]([N:30]([C:23]3[C:24]([CH3:29])=[CH:25][C:26]([CH3:28])=[CH:27][C:22]=3[CH3:21])[CH2:31][C:32]3[N:33]=[N:34][N:35]([CH3:37])[N:36]=3)[C:8]=2[CH:20]=1)([O-:3])=[O:2]

Participants

Reactant 2

HCID 11097971HCID 11097971, compound

HCID 68881578HCID 68881578, compound

Product 1

HCID 10481511HCID 10481511, compoundYield 35%

Procedure

The same procedure as step 3 of example 1 was accomplished, except for using the epoxide compound (400 mg, 1.43 mmol) obtained in step 1 of example 2 and N-(2,4,6-trimethylphenyl)-N-(2-methyl-2H-tetrazol-5-ylmethyl)amine. The crude product was purified by silica gel column chromatography (developing solvent-n-hexane:ethyl acetate=1:2), to give desired compound (260 mg, yield: 35%).

Workup

customThe crude product was purified by silica gel column chromatography (developing solvent-n-hexane:ethyl acetate=1:2)

Sources & evidence

ORD record: ord-15da49c826d74c0793fdf996946a12ca
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414068B2

Reaction notes

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