9-((4aR,8S,8aS)-2-Phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-9H-purin-6-ylamine

Base Information

• Chemical Name: 9-((4aR,8S,8aS)-2-Phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-9H-purin-6-ylamine
• CAS No.: 205382-61-2
• Molecular Formula: C₁₈H₁₉N₅O₃
• Molecular Weight: 353.381
• Mol file: 205382-61-2.mol

Synonyms:9-((4aR,8S,8aS)-2-Phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-9H-purin-6-ylamine

Chemical Property of 9-((4aR,8S,8aS)-2-Phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-9H-purin-6-ylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-((4aR,8S,8aS)-2-Phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-9H-purin-6-ylamine

There total 6 articles about 9-((4aR,8S,8aS)-2-Phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-9H-purin-6-ylamine 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: 45.0%

Dithiocarbonic acid O-[(4aR,7S,8S,8aS)-8-(6-amino-purin-9-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl] ester S-methyl ester (215441-91-1) → 9-((4aR,8S,8aS)-2-Phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-9H-purin-6-ylamine (205382-61-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 110 ℃;

DOI:10.1021/jo9718511

Reference yield:

Methanesulfonic acid (4aR,7S,8S,8aR)-8-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (215441-79-5) → 9-((4aR,8S,8aS)-2-Phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-9H-purin-6-ylamine (205382-61-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 30 percent / dimethylformamide / 110 °C

2: 45 percent / NaH / tetrahydrofuran

3: 45 percent / n-Bu₃SnH, AIBN / toluene

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

DOI:10.1080/07328319808004713

Reference yield:

(4aR,7S,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (89872-97-9) → 9-((4aR,8S,8aS)-2-Phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-9H-purin-6-ylamine (205382-61-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / pyridine

2: 30 percent / dimethylformamide / 110 °C

3: 45 percent / NaH / tetrahydrofuran

4: 45 percent / n-Bu₃SnH, AIBN / toluene

With pyridine; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

DOI:10.1080/07328319808004713

upstream raw materials:

Dithiocarbonic acid O-[(4aR,7S,8S,8aS)-8-(6-amino-purin-9-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl] ester S-methyl ester

(4aR,7S,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

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

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