Chlorotrimethylsilane → N2-Isobutyryl-2'-O-(imidazol-1-yl)butylguanosine

HRID 2212489Notes

Reaction equation

HRID 2212489 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][CH2:9][O:10][C@@H:11]2[C@H:15]([OH:16])[C@@H:14]([CH2:17][OH:18])[O:13][C@H:12]2[N:19]2[C:29]3[N:28]=[C:26]([NH2:27])[NH:25][C:23](=[O:24])[C:22]=3[N:21]=[CH:20]2)[CH:5]=[CH:4][N:3]=[CH:2]1.C[Si](Cl)(C)C.[C:35](Cl)(=[O:39])[CH:36]([CH3:38])[CH3:37]>N1C=CC=CC=1>[C:35]([NH:27][C:26]1[NH:25][C:23](=[O:24])[C:22]2[N:21]=[CH:20][N:19]([C:29]=2[N:28]=1)[C@@H:12]1[O:13][C@H:14]([CH2:17][OH:18])[C@@H:15]([OH:16])[C@H:11]1[O:10][CH2:9][CH2:8][CH2:7][CH2:6][N:1]1[CH:5]=[CH:4][N:3]=[CH:2]1)(=[O:39])[CH:36]([CH3:38])[CH3:37]

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 62325Isobutyryl chlorideHCID 1360797852'-O-(Imidazol-1-yl)butylguanosine

Product 1

HCID 136132482N2-Isobutyryl-2'-O-(imidazol-1-yl)butylguanosine

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2′-O-(imidazol-1-yl)butylguanosine in pyridine will be treated with trimethylsilyl chloride (5 eq) and isobutyryl chloride (5 eq) as per the procedure of Example 4 to yield the product.

Workup

  1. customto yield the product

Sources & evidence

ORD record
ord-26ab3d083d4749758248de825e799e88
Source dataset
uspto-grants-2006_09
Patent number
US07101993B1

Reaction notes

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