N-benzoyl-N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-hydroxy-3-(1-methoxy-vinyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Base Information

Chemical Name:N-benzoyl-N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-hydroxy-3-(1-methoxy-vinyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide
CAS No.:685870-97-7
Molecular Formula:C₃₉H₅₃N₅O₇Si₂
Molecular Weight:760.05
Hs Code.:

<i>N</i>-benzoyl-<i>N</i>-{9-[4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-3-hydroxy-3-(1-methoxy-vinyl)-tetrahydro-furan-2-yl]-9<i>H</i>-purin-6-yl}-benzamide

Synonyms:N-benzoyl-N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-hydroxy-3-(1-methoxy-vinyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

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Chemical Property of N-benzoyl-N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-hydroxy-3-(1-methoxy-vinyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

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Technology Process of N-benzoyl-N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-hydroxy-3-(1-methoxy-vinyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

There total 4 articles about N-benzoyl-N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-hydroxy-3-(1-methoxy-vinyl)-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: 28.0%

: 107-25-5,9003-09-2
methoxyethene

: 685870-96-6
6-N,N-dibenzoyl-3',5'-di-O-(tert-butyldimethylsilyl)-2'-oxo-adenosine

: 685870-97-7
N-benzoyl-N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-hydroxy-3-(1-methoxy-vinyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Guidance literature:: methoxyethene; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.133333h;

6-N,N-dibenzoyl-3',5'-di-O-(tert-butyldimethylsilyl)-2'-oxo-adenosine; In tetrahydrofuran; pentane; at 0 ℃; for 0.166667h; Further stages.;
DOI:10.1002/chem.200305488

Reference yield:

: 69504-03-6
3',5'-bis-O-(tert-butyldimethylsilyl)-β-D-adenosine

: 685870-97-7
N-benzoyl-N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-hydroxy-3-(1-methoxy-vinyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: piperidine / 1.33 h / 20 °C

2.1: 1.5 h / 20 °C

3.1: 9.40 g / p-TsOH / ethanol / 2 h / 0 °C

4.1: 63 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 23 h / 20 °C

5.1: t-BuLi / pentane; tetrahydrofuran / 0.13 h / -78 °C

5.2: 28 percent / pentane; tetrahydrofuran / 0.17 h / 0 °C

With piperidine; pyridine; tert.-butyl lithium; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; dichloromethane; pentane;
DOI:10.1002/chem.200305488

Reference yield:

: N-benzoyl-N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-trimethylsilanyloxy-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

: 685870-97-7
N-benzoyl-N-{9-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-hydroxy-3-(1-methoxy-vinyl)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 9.40 g / p-TsOH / ethanol / 2 h / 0 °C

2.1: 63 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 23 h / 20 °C

3.1: t-BuLi / pentane; tetrahydrofuran / 0.13 h / -78 °C

3.2: 28 percent / pentane; tetrahydrofuran / 0.17 h / 0 °C

With pyridine; tert.-butyl lithium; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; dichloromethane; pentane;
DOI:10.1002/chem.200305488