8-(4-methylphenylamino)-N9-[3',5'-O-(1,1,3,3-tetrakis(isopropyl)-1,3-disiloxanediyl)-β-D-2'-deoxyribofuranosyl]guanine

Base Information

Chemical Name:8-(4-methylphenylamino)-N9-[3',5'-O-(1,1,3,3-tetrakis(isopropyl)-1,3-disiloxanediyl)-β-D-2'-deoxyribofuranosyl]guanine
CAS No.:769142-00-9
Molecular Formula:C₂₉H₄₆N₆O₅Si₂
Molecular Weight:614.892
Hs Code.:

Synonyms:8-(4-methylphenylamino)-N9-[3',5'-O-(1,1,3,3-tetrakis(isopropyl)-1,3-disiloxanediyl)-β-D-2'-deoxyribofuranosyl]guanine

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Chemical Property of 8-(4-methylphenylamino)-N9-[3',5'-O-(1,1,3,3-tetrakis(isopropyl)-1,3-disiloxanediyl)-β-D-2'-deoxyribofuranosyl]guanine

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Technology Process of 8-(4-methylphenylamino)-N9-[3',5'-O-(1,1,3,3-tetrakis(isopropyl)-1,3-disiloxanediyl)-β-D-2'-deoxyribofuranosyl]guanine

There total 5 articles about 8-(4-methylphenylamino)-N9-[3',5'-O-(1,1,3,3-tetrakis(isopropyl)-1,3-disiloxanediyl)-β-D-2'-deoxyribofuranosyl]guanine 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: 78.0%

: 769141-97-1
O⁶-benzyl-8-(4-methylphenylamino)-N9-[3',5'-O-(1,1,3,3-tetrakis(isopropyl)-1,3-disiloxanediyl)-β-D-2'-deoxyribofuranosyl]guanine

: 769142-00-9
8-(4-methylphenylamino)-N9-[3',5'-O-(1,1,3,3-tetrakis(isopropyl)-1,3-disiloxanediyl)-β-D-2'-deoxyribofuranosyl]guanine

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; at 20 ℃; under 760 Torr;
DOI:10.1021/ja0487022

Reference yield:

: 69304-37-6
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

: 769142-00-9
8-(4-methylphenylamino)-N9-[3',5'-O-(1,1,3,3-tetrakis(isopropyl)-1,3-disiloxanediyl)-β-D-2'-deoxyribofuranosyl]guanine

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / pyridine / 0 - 20 °C

2: 76 percent / PPh₃; DEAD / dioxane / 0 - 20 °C

3: 48 percent / Pd₂(dba)3; BINAP; LiHMDS / toluene; tetrahydrofuran / 0.5 h / 100 °C

4: 78 percent / H₂ / Pd/C / methanol; tetrahydrofuran / 20 °C / 760 Torr

With pyridine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; hydrogen; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; toluene; 3: Buchwald-Hartwig reaction;
DOI:10.1021/ja0487022

Reference yield:

: 13389-03-2
8-bromo-2'-deoxyguanosine

: 769142-00-9
8-(4-methylphenylamino)-N9-[3',5'-O-(1,1,3,3-tetrakis(isopropyl)-1,3-disiloxanediyl)-β-D-2'-deoxyribofuranosyl]guanine

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / pyridine / 0 - 20 °C

2: 76 percent / PPh₃; DEAD / dioxane / 0 - 20 °C

3: 48 percent / Pd₂(dba)3; BINAP; LiHMDS / toluene; tetrahydrofuran / 0.5 h / 100 °C

4: 78 percent / H₂ / Pd/C / methanol; tetrahydrofuran / 20 °C / 760 Torr

With pyridine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; hydrogen; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; toluene; 3: Buchwald-Hartwig reaction;
DOI:10.1021/ja0487022