N-[9-((1R,8S,9R,13R)-4,4,6,6-Tetraisopropyl-3,5,7,10,12-pentaoxa-4,6-disila-tricyclo[7.2.2.0^1,8]tridec-13-yl)-9H-purin-6-yl]-benzamide

Base Information

• Chemical Name: N-[9-((1R,8S,9R,13R)-4,4,6,6-Tetraisopropyl-3,5,7,10,12-pentaoxa-4,6-disila-tricyclo[7.2.2.0^1,8]tridec-13-yl)-9H-purin-6-yl]-benzamide
• CAS No.: 209968-92-3
• Molecular Formula: C₃₀H₄₃N₅O₆Si₂
• Molecular Weight: 625.872

Synonyms:N-[9-((1R,8S,9R,13R)-4,4,6,6-Tetraisopropyl-3,5,7,10,12-pentaoxa-4,6-disila-tricyclo[7.2.2.0^1,8]tridec-13-yl)-9H-purin-6-yl]-benzamide

Chemical Property of N-[9-((1R,8S,9R,13R)-4,4,6,6-Tetraisopropyl-3,5,7,10,12-pentaoxa-4,6-disila-tricyclo[7.2.2.0^1,8]tridec-13-yl)-9H-purin-6-yl]-benzamide

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Technology Process of N-[9-((1R,8S,9R,13R)-4,4,6,6-Tetraisopropyl-3,5,7,10,12-pentaoxa-4,6-disila-tricyclo[7.2.2.0^1,8]tridec-13-yl)-9H-purin-6-yl]-benzamide

There total 4 articles about N-[9-((1R,8S,9R,13R)-4,4,6,6-Tetraisopropyl-3,5,7,10,12-pentaoxa-4,6-disila-tricyclo[7.2.2.0^1,8]tridec-13-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: 84.0%

Toluene-4-sulfonic acid (2R,3R,3aS,9aS)-2-(6-benzoylamino-purin-9-yl)-3-hydroxy-5,5,7,7-tetraisopropyl-dihydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-9a-ylmethyl ester (209968-91-2) → N-[9-((1R,8S,9R,13R)-4,4,6,6-Tetraisopropyl-3,5,7,10,12-pentaoxa-4,6-disila-tricyclo[7.2.2.01,8]tridec-13-yl)-9H-purin-6-yl]-benzamide (209968-92-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1016/S0040-4039(98)00706-0

Reference yield:

N6-benzoyl-5'-hydroxymethyl-O2',O3'-isopropylidene-adenosine (63592-90-5) → N-[9-((1R,8S,9R,13R)-4,4,6,6-Tetraisopropyl-3,5,7,10,12-pentaoxa-4,6-disila-tricyclo[7.2.2.01,8]tridec-13-yl)-9H-purin-6-yl]-benzamide (209968-92-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 37 percent / pyridine / 4 h / 0 °C

2: 94 percent / 90percent aq. CF₃COOH / 0.5 h / Ambient temperature

3: 78 percent / pyridine / 0 deg C, 2 h then r.t.

4: 84 percent / NaH / tetrahydrofuran / 0.5 h / 0 °C

With pyridine; sodium hydride; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1016/S0040-4039(98)00706-0

Reference yield:

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) → N-[9-((1R,8S,9R,13R)-4,4,6,6-Tetraisopropyl-3,5,7,10,12-pentaoxa-4,6-disila-tricyclo[7.2.2.01,8]tridec-13-yl)-9H-purin-6-yl]-benzamide (209968-92-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / pyridine / 0 deg C, 2 h then r.t.

2: 84 percent / NaH / tetrahydrofuran / 0.5 h / 0 °C

With pyridine; sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(98)00706-0

upstream raw materials:

Toluene-4-sulfonic acid (2R,3R,3aS,9aS)-2-(6-benzoylamino-purin-9-yl)-3-hydroxy-5,5,7,7-tetraisopropyl-dihydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-9a-ylmethyl ester

N⁶-benzoyl-5'-hydroxymethyl-O^2'_,O3'-isopropylidene-adenosine

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

Toluene-4-sulfonic acid (2S,3S,4R,5R)-5-(6-benzoylamino-purin-9-yl)-3,4-dihydroxy-2-hydroxymethyl-tetrahydro-furan-2-ylmethyl ester

Downstream raw materials:

(1S,3R,4R,7S)-3-(6-N-benzoyladenine-9-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane

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