(4aR,7R,8S,8aS)-7-(6-Amino-purin-9-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Base Information

• Chemical Name: (4aR,7R,8S,8aS)-7-(6-Amino-purin-9-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol
• CAS No.: 168696-01-3
• Molecular Formula: C₁₈H₁₉N₅O₄
• Molecular Weight: 369.38
• Mol file: 168696-01-3.mol

Synonyms:(4aR,7R,8S,8aS)-7-(6-Amino-purin-9-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Chemical Property of (4aR,7R,8S,8aS)-7-(6-Amino-purin-9-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aR,7R,8S,8aS)-7-(6-Amino-purin-9-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

There total 4 articles about (4aR,7R,8S,8aS)-7-(6-Amino-purin-9-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol 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: 54.0%

adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) + 1,5:2,3-anhydro-4,6-O-benzylidene-D-allitol (109428-30-0) → (4aR,7R,8S,8aS)-7-(6-Amino-purin-9-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol (168696-01-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1080/15257779508012372

Reference yield: 41.0%

adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) + Methanesulfonic acid (4aR,7S,8S,8aR)-7-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (215441-82-0) → (4aR,7R,8S,8aS)-7-(6-Amino-purin-9-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol (168696-01-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1080/07328319808004713

Reference yield: 30.0%

adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) + Methanesulfonic acid (4aR,7S,8S,8aR)-7-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (215441-82-0) → (4aR,7R,8S,8aS)-7-(6-Amino-purin-9-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol (168696-01-3) + (4aR,7S,8S,8aS)-8-(6-Amino-purin-9-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (205382-53-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 95 ℃; for 20h;

DOI:10.1021/jo9718511

upstream raw materials:

adenine

1,5:2,3-anhydro-4,6-O-benzylidene-D-allitol

Methanesulfonic acid (4aR,7S,8S,8aR)-7-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

1,5-anhydro-4,6-O-benzylidene-2-O-tert-butyldimethylsilyl-D-glucitol

Downstream raw materials:

1,5-anhydro-3-O-benzoyl-6-O-monomethoxytrityl-2-deoxy-2-(N⁶-benzoyladenin-9-yl)-D-altro-hexitol

Benzoic acid (4aR,7R,8S,8aS)-7-(6-benzoylamino-purin-9-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

1,5-anhydro-3-O-benzoyl-2-deoxy-2-(N⁶-benzoyladenin-9-yl)-D-altro-hexitol