N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Base Information

Chemical Name:N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide
CAS No.:499794-53-5
Molecular Formula:C₂₈H₃₉N₅O₅Si
Molecular Weight:553.734
Hs Code.:

<i>N</i>-{9-[4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9<i>H</i>-purin-6-yl}-benzamide

Synonyms:N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

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Chemical Property of N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

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Technology Process of N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

There total 5 articles about N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

: 484678-87-7
Benzoic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-3-(tert-butyl-dimethyl-silanyloxy)-2-(2,2-dimethyl-propionyl)-tetrahydro-furan-2-ylmethyl ester

: 499794-53-5
N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Guidance literature:: With sodium hydroxide; In pyridine; ethanol; at 0 ℃; for 0.333333h;
DOI:10.1039/b205928b

Reference yield:

: 484678-85-5
methyl 5-O-benzyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-4α-methoxycarbonyl-α,β-D-ribo-pentofuranoside

: 499794-53-5
N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / tetrahydrofuran / 0.33 h / -78 °C

2: 80 percent / NBS; CaCO₃ / CCl₄ / 20 °C / Irradiation

3: 82 percent / DMAP / 1 h / 55 °C

4: SnCl₄ / acetonitrile / 48 h / 20 - 40 °C

5: 70 percent / aq. NaOH / ethanol; pyridine / 0.33 h / 0 °C

With dmap; sodium hydroxide; N-Bromosuccinimide; tin(IV) chloride; calcium carbonate; In tetrahydrofuran; pyridine; tetrachloromethane; ethanol; acetonitrile;
DOI:10.1039/b205928b

Reference yield:

: 499793-92-9
1-[(2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-5-methoxy-tetrahydro-furan-2-yl]-2,2-dimethyl-propan-1-one

: 499794-53-5
N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(2,2-dimethyl-propionyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / DMAP / 1 h / 55 °C

2: SnCl₄ / acetonitrile / 48 h / 20 - 40 °C

3: 70 percent / aq. NaOH / ethanol; pyridine / 0.33 h / 0 °C

With dmap; sodium hydroxide; tin(IV) chloride; In pyridine; ethanol; acetonitrile;
DOI:10.1039/b205928b