Diazomethane → HCID 67644320, compound

HRID 1905364Notes

Reaction equation

HRID 1905364 reaction equation
[CH3:1][O:2][CH2:3][C@H:4]1[O:8][C@@H:7]([N:9]2[C:18]3[N:17]=[CH:16][N:15]=[C:13]([NH2:14])[C:12]=3[N:11]=[CH:10]2)[C@H:6]([OH:19])[C@@H:5]1[OH:20].[N+](=[CH2:23])=[N-]>>[CH3:23][C@@:6]1([OH:19])[C@H:5]([OH:20])[C@@H:4]([CH2:3][O:2][CH3:1])[O:8][C@H:7]1[N:9]1[C:18]2[N:17]=[CH:16][N:15]=[C:13]([NH2:14])[C:12]=2[N:11]=[CH:10]1.[CH3:23][C@@:5]1([OH:20])[C@@H:4]([CH2:3][O:2][CH3:1])[O:8][C@@H:7]([N:9]2[C:18]3[N:17]=[CH:16][N:15]=[C:13]([NH2:14])[C:12]=3[N:11]=[CH:10]2)[C@@H:6]1[OH:19]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 64805055′-O-Methyladenosine

Product 2

HCID 67644320HCID 67644320, compoundHCID 67644327HCID 67644327, compound

Procedure

In the same manner as Example 1 [METHOD 1], 5'-O-methyladenosine was methylated by using diazomethane and separated by ion exchange column chromatography to give 2',5'-O-dimethyladenosine (Compound 13) and 3',5'-O-dimethyladenosine (Compound 14).

Workup

  1. customseparated by ion exchange column chromatography

Sources & evidence

ORD record
ord-1ea2c19252e44a4ca670de04e2fb1ced
Source dataset
uspto-grants-1989_06
Patent number
US04843066

Reaction notes

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