Adenosine, N-benzoyl-5'-O-(bis(4-methoxyphenyl)phenylmethyl)-2'-deoxy- → N-[9-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]benzamide

HRID 1379769Notes

Reaction equation

HRID 1379769 reaction equation
[C:1]([NH:9][C:10]1[C:11]2[N:12]=[CH:13][N:14]([C:46]=2[N:47]=[CH:48][N:49]=1)[C@@H:15]1[O:45][C@H:19]([CH2:20][O:21]C(C2C=CC=CC=2)(C2C=CC(OC)=CC=2)C2C=CC(OC)=CC=2)[C@@H:17]([OH:18])[CH2:16]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Si:50](O[C@@H]1[C@@H](CO)O[C@@H](N2C3N=C(NC(=O)C(C)C)NC(=O)C=3N=C2)C1)([C:53]([CH3:56])([CH3:55])[CH3:54])([CH3:52])[CH3:51]>>[Si:50]([O:18][C@@H:17]1[C@@H:19]([CH2:20][OH:21])[O:45][C@@H:15]([N:14]2[C:46]3[N:47]=[CH:48][N:49]=[C:10]([NH:9][C:1](=[O:8])[C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[C:11]=3[N:12]=[CH:13]2)[CH2:16]1)([C:53]([CH3:56])([CH3:55])[CH3:54])([CH3:52])[CH3:51]

Participants

3

Reactant 2

HCID 2724489Adenosine, N-benzoyl-5'-O-(bis(4-methoxyphenyl)phenylmethyl)-2'-deoxy-HCID 136483518N-(9-((2R,4S,5R)-4-((tert-Butyldimethylsilyl)oxy)-5-(hydroxymethyl)tetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-3H-purin-2-yl)isobutyramide

Product 1

HCID 11590906N-[9-[(2R,4S,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-(hydroxymethyl)oxolan-2-yl]purin-6-yl]benzamide

Procedure

This compound was prepared from N6 -benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine by the same procedure used for the preparation of 3'-O-t-butyldimethylsilyl-N2 -isobutyryl-2'-deoxyguanosine.

Sources & evidence

ORD record
ord-6531972cfaa34cf09d986918d36026e6
Source dataset
uspto-grants-1997_09
Patent number
US05672697

Reaction notes

Loading…