1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-(guanin-9-yl)-D-mannitol

Base Information

• Chemical Name: 1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-(guanin-9-yl)-D-mannitol
• CAS No.: 205382-57-6
• Molecular Formula: C₁₈H₁₉N₅O₅
• Molecular Weight: 385.379
• Mol file: 205382-57-6.mol

Synonyms:1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-(guanin-9-yl)-D-mannitol

Chemical Property of 1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-(guanin-9-yl)-D-mannitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-(guanin-9-yl)-D-mannitol

There total 3 articles about 1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-(guanin-9-yl)-D-mannitol 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: 96.0%

9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-6-iodo-9H-purin-2-ylamine (205382-56-5) → 1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-(guanin-9-yl)-D-mannitol (205382-57-6)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 55 ℃; for 60h;

DOI:10.1021/jo9718511

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) → 1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-(guanin-9-yl)-D-mannitol (205382-57-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / pyridine / CH₂Cl₂ / -5 °C

2: 70 percent / dimethylsulfoxide

3: 96 percent / aq. NaOH / dioxane

With pyridine; sodium hydroxide; In 1,4-dioxane; dichloromethane; dimethyl sulfoxide;

DOI:10.1080/07328319808004713

Reference yield:

Trifluoro-methanesulfonic acid (4aR,7S,8S,8aR)-8-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (215441-80-8) → 1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-(guanin-9-yl)-D-mannitol (205382-57-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / dimethylsulfoxide

2: 96 percent / aq. NaOH / dioxane

With sodium hydroxide; In 1,4-dioxane; dimethyl sulfoxide;

DOI:10.1080/07328319808004713

upstream raw materials:

9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-6-iodo-9H-purin-2-ylamine

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

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

Downstream raw materials:

2-Amino-9-[(4aR,7R,8R,8aR)-8-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-1,9-dihydro-purin-6-one

N-(9-{(3R,4R,5R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl}-6-oxo-6,9-dihydro-1H-purin-2-yl)-isobutyramide

N-{9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-N-isobutyryl-isobutyramide