(3'S,5'R)-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-3'-O-<4-(4-nitrophenyloxy)succinyl>-β-D-ribofuranosyl>thymine

Base Information

• Chemical Name: (3'S,5'R)-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-3'-O-<4-(4-nitrophenyloxy)succinyl>-β-D-ribofuranosyl>thymine
• CAS No.: 160630-21-7
• Molecular Formula: C₄₃H₄₁N₃O₁₂
• Molecular Weight: 791.811
• Mol file: 160630-21-7.mol

Synonyms:

Chemical Property of (3'S,5'R)-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-3'-O-<4-(4-nitrophenyloxy)succinyl>-β-D-ribofuranosyl>thymine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3'S,5'R)-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-3'-O-<4-(4-nitrophenyloxy)succinyl>-β-D-ribofuranosyl>thymine

There total 7 articles about (3'S,5'R)-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-3'-O-<4-(4-nitrophenyloxy)succinyl>-β-D-ribofuranosyl>thymine 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) → (3'S,5'R)-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-3'-O-<4-(4-nitrophenyloxy)succinyl>-β-D-ribofuranosyl>thymine (160630-21-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / tetrahydrofuran / 1 h

2: 88 percent / pyridine / 5.25 h

3: 4-(dimethylamino)pyridine / pyridine / 120 h / Ambient temperature

4: DCC / dioxane / 1.5 h / Ambient temperature

With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; pyridine;

DOI:10.1002/hlca.19940770315

Reference yield:

(3'S,5'R)-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-β-D-ribofuranosyl>thymine (149672-47-9) → (3'S,5'R)-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-3'-O-<4-(4-nitrophenyloxy)succinyl>-β-D-ribofuranosyl>thymine (160630-21-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-(dimethylamino)pyridine / pyridine / 120 h / Ambient temperature

2: DCC / dioxane / 1.5 h / Ambient temperature

With dmap; dicyclohexyl-carbodiimide; In 1,4-dioxane; pyridine;

DOI:10.1002/hlca.19940770315

Reference yield:

(4,4'-dimethoxytriphenyl)methyl trifluoromethanesulfonate → (3'S,5'R)-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-3'-O-<4-(4-nitrophenyloxy)succinyl>-β-D-ribofuranosyl>thymine (160630-21-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / pyridine / 5.25 h

2: 4-(dimethylamino)pyridine / pyridine / 120 h / Ambient temperature

3: DCC / dioxane / 1.5 h / Ambient temperature

With dmap; dicyclohexyl-carbodiimide; In 1,4-dioxane; pyridine;

DOI:10.1002/hlca.19940770315

upstream raw materials:

succinic acid anhydride

4-nitro-phenol

(3'S,5'R)-1-<2'-deoxy-5'-O-<(4,4'-dimethoxytriphenyl)methyl>-3',5'-ethano-β-D-ribofuranosyl>thymine

Succinic acid mono-[(2R,3aS,6R,6aR)-6-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-hexahydro-cyclopenta[b]furan-3a-yl] ester