N-{9-[(2R,3R,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-(tetrahydro-furan-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl}-benzamide

Base Information

• Chemical Name: N-{9-[(2R,3R,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-(tetrahydro-furan-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl}-benzamide
• CAS No.: 87865-81-4
• Molecular Formula: C₃₃H₄₉N₅O₇Si₂
• Molecular Weight: 683.952
• Mol file: 87865-81-4.mol

Synonyms:

Chemical Property of N-{9-[(2R,3R,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-(tetrahydro-furan-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl}-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{9-[(2R,3R,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-(tetrahydro-furan-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl}-benzamide

There total 3 articles about N-{9-[(2R,3R,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-(tetrahydro-furan-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-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:

2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + 3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-N6-benzoyladenosine (79154-57-7) → N-{9-[(2R,3R,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-(tetrahydro-furan-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl}-benzamide (87865-81-4)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1248/cpb.31.1910

Reference yield:

1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane (69304-37-6) → N-{9-[(2R,3R,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-(tetrahydro-furan-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl}-benzamide (87865-81-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 99.3 percent / pyridine / 20 °C

2: pyridinium p-toluenesulfonate / CH₂Cl₂ / 20 °C

With pyridine; pyridinium p-toluenesulfonate; In dichloromethane;

DOI:10.1016/j.tetasy.2005.07.026

Reference yield:

N-benzoyladenosine (4546-55-8) → N-{9-[(2R,3R,3aR,9aR)-5,5,7,7-Tetraisopropyl-3-(tetrahydro-furan-2-yloxy)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl]-9H-purin-6-yl}-benzamide (87865-81-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 99.3 percent / pyridine / 20 °C

2: pyridinium p-toluenesulfonate / CH₂Cl₂ / 20 °C

With pyridine; pyridinium p-toluenesulfonate; In dichloromethane;

DOI:10.1016/j.tetasy.2005.07.026

upstream raw materials:

2,3-dihydro-2H-furan

3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-N₆-benzoyladenosine

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

N-benzoyladenosine

Downstream raw materials:

2'-O-tetrahydrofuran-2-yl-N⁶-benzoyl-D-adenosine

(4-Methoxy-phenyl)-phosphoramidic acid (2R,3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-3-hydroxy-4-(tetrahydro-furan-2-yloxy)-tetrahydro-furan-2-ylmethyl ester 2-chloro-phenyl ester

5'-O-(4,4'-dimethoxytrityl)-2'-O-tetrahydrofuran-2-yl-N⁶-benzoyl-D-adenosine