8-(hydroxymethyl)-N2-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-O6-[2-(4-nitrophenyl)ethyl]-5’-thioguanosine

Base Information

Chemical Name:8-(hydroxymethyl)-N2-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-O6-[2-(4-nitrophenyl)ethyl]-5’-thioguanosine
CAS No.:1449295-00-4
Molecular Formula:C₄₆H₄₈N₆O₉S
Molecular Weight:860.988
Hs Code.:

Synonyms:8-(hydroxymethyl)-N2-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-O6-[2-(4-nitrophenyl)ethyl]-5’-thioguanosine

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Chemical Property of 8-(hydroxymethyl)-N2-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-O6-[2-(4-nitrophenyl)ethyl]-5’-thioguanosine

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Technology Process of 8-(hydroxymethyl)-N2-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-O6-[2-(4-nitrophenyl)ethyl]-5’-thioguanosine

There total 8 articles about 8-(hydroxymethyl)-N2-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-O6-[2-(4-nitrophenyl)ethyl]-5’-thioguanosine 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:

: 362-76-5
2',3'-isopropylideneguanosine

: 1449295-00-4
8-(hydroxymethyl)-N2-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-O6-[2-(4-nitrophenyl)ethyl]-5’-thioguanosine

Guidance literature:: Multi-step reaction with 8 steps

1.1: pyridine; chloro-trimethyl-silane / dichloromethane / 6 h / 0 °C

1.2: 16.17 h / 0 - 20 °C

1.3: 12 h

2.1: methyltriphenoxyphosphonium iodide / acetonitrile / 1 h

3.1: sodium hydride / mineral oil; tetrahydrofuran / 0.08 h / 0 °C

3.2: 1.58 h / 0 - 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran; hexane / 1 h / -78 - -68 °C

4.2: 1.17 h / 0 °C

5.1: sodium tetrahydroborate / ethanol / 0.5 h

6.1: 1,4-dioxane / 2 h

7.1: triphenylphosphine; di-isopropyl azodicarboxylate / 1,4-dioxane / 4 h

8.1: ammonium fluoride / methanol / 2 h

With pyridine; ammonium fluoride; sodium tetrahydroborate; chloro-trimethyl-silane; di-isopropyl azodicarboxylate; methyltriphenoxyphosphonium iodide; sodium hydride; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; dichloromethane; acetonitrile; mineral oil; 7.1: |Mitsunobu Displacement;
DOI:10.1002/hlca.201300043

Reference yield:

: 132840-60-9
N²-isobutyryl-2’,3’-O-isopropylideneguanosine

: 1449295-00-4
8-(hydroxymethyl)-N2-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-O6-[2-(4-nitrophenyl)ethyl]-5’-thioguanosine

Guidance literature:: Multi-step reaction with 7 steps

1.1: methyltriphenoxyphosphonium iodide / acetonitrile / 1 h

2.1: sodium hydride / mineral oil; tetrahydrofuran / 0.08 h / 0 °C

2.2: 1.58 h / 0 - 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran; hexane / 1 h / -78 - -68 °C

3.2: 1.17 h / 0 °C

4.1: sodium tetrahydroborate / ethanol / 0.5 h

5.1: 1,4-dioxane / 2 h

6.1: triphenylphosphine; di-isopropyl azodicarboxylate / 1,4-dioxane / 4 h

7.1: ammonium fluoride / methanol / 2 h

With ammonium fluoride; sodium tetrahydroborate; di-isopropyl azodicarboxylate; methyltriphenoxyphosphonium iodide; sodium hydride; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; acetonitrile; mineral oil; 6.1: |Mitsunobu Displacement;
DOI:10.1002/hlca.201300043

Reference yield:

: C₄₁H₄₉N₅O₇SSi

: 1449295-00-4
8-(hydroxymethyl)-N2-isobutyryl-2’,3’-O-isopropylidene-5’-S-[(4-methoxyphenyl)diphenylmethyl]-O6-[2-(4-nitrophenyl)ethyl]-5’-thioguanosine

Guidance literature:: Multi-step reaction with 2 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / 1,4-dioxane / 4 h

2: ammonium fluoride / methanol / 2 h

With ammonium fluoride; di-isopropyl azodicarboxylate; triphenylphosphine; In 1,4-dioxane; methanol; 1: |Mitsunobu Displacement;
DOI:10.1002/hlca.201300043