2,2-Dimethyl-propionic acid (2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-6-oxo-1,6-dihydro-purin-9-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-6-oxo-1,6-dihydro-purin-9-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester
• CAS No.: 140679-71-6
• Molecular Formula: C₅₈H₅₉N₅O₁₂S
• Molecular Weight: 1050.2
• Mol file: 140679-71-6.mol

Synonyms:

Chemical Property of 2,2-Dimethyl-propionic acid (2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-6-oxo-1,6-dihydro-purin-9-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-propionic acid (2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-6-oxo-1,6-dihydro-purin-9-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester

There total 3 articles about 2,2-Dimethyl-propionic acid (2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-6-oxo-1,6-dihydro-purin-9-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester 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:

4,4'-dimethoxytrityl chloride (40615-36-9) → 2,2-Dimethyl-propionic acid (2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-6-oxo-1,6-dihydro-purin-9-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester (140679-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / pyridine / dimethylsulfoxide / 3.5 h / Ambient temperature

2: 1) NEt₃ / 1) 0 to 5 deg C, 15 min, 2) 0 to 5 deg C, 10 min

With pyridine; triethylamine; In dimethyl sulfoxide;

DOI:10.1039/P19920000469

Reference yield:

G (118-00-3) → 2,2-Dimethyl-propionic acid (2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-6-oxo-1,6-dihydro-purin-9-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester (140679-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / pyridine / dimethylsulfoxide / 3.5 h / Ambient temperature

2: 1) NEt₃ / 1) 0 to 5 deg C, 15 min, 2) 0 to 5 deg C, 10 min

With pyridine; triethylamine; In dimethyl sulfoxide;

DOI:10.1039/P19920000469

Reference yield:

pivaloyl chloride (3282-30-2) + methanesulfonyl chloride (124-63-0) + 2-N,5’-O-bis(4,4’-dimethoxytrityl)-gunaosine (132625-21-9) → 2,2-Dimethyl-propionic acid (2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(6-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-purin-9-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester (140679-70-5) + 2,2-Dimethyl-propionic acid (2R,3R,4R,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-6-oxo-1,6-dihydro-purin-9-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester (140679-71-6)

Guidance literature:

With triethylamine; Multistep reaction. Title compound not separated from byproducts; 1) 0 to 5 deg C, 15 min, 2) 0 to 5 deg C, 10 min;

DOI:10.1039/P19920000469

upstream raw materials:

pivaloyl chloride

methanesulfonyl chloride

2-N,5’-O-bis(4,4’-dimethoxytrityl)-gunaosine

4,4'-dimethoxytrityl chloride

Downstream raw materials:

2N,5'-O-bis(4,4'-dimethoxytrityl)-9-<3-deoxy-2-O-methylsulfonyl-β-D-threo-pentofuranosyl>guanine

9-{(2R,3R,5S)-3-Azido-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-1,9-dihydro-purin-6-one

9-{(2R,3S,5S)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxy-tetrahydro-furan-2-yl}-2-{[bis-(4-methoxy-phenyl)-phenyl-methyl]-amino}-1,9-dihydro-purin-6-one