4-Methoxy-5-methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin

Base Information

• Chemical Name: 4-Methoxy-5-methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin
• CAS No.: 64609-35-4
• Molecular Formula: C₃₅H₃₇N₃O₅S
• Molecular Weight: 611.762
• Mol file: 64609-35-4.mol

Synonyms:4-Methoxy-5-methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin

Chemical Property of 4-Methoxy-5-methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Methoxy-5-methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin

There total 2 articles about 4-Methoxy-5-methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin 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:

2,3,5-tri-O-benzyl-1-O-(p-nitrobenzoyl)-α,β-D-ribofuranose (75172-84-8) → 4-Methoxy-5-methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin (64609-35-4)

Guidance literature:

Multi-step reaction with 2 steps

1: HBr(gas.) / CH₂Cl₂

2: 1) benzyltriethylammonium chloride, aq. NaOH (50percent) / 1) 1,2-dimethoxyethane, room temp., 10 min, 2) benzene, room temp., 3 h

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen bromide; In dichloromethane;

Reference yield:

2,3,5-tri-O-benzyl-D-ribofuranosyl bromide (57378-89-9) + 4-methoxy-5-methyl-2-methylsulfanyl-7H-pyrrolo[2,3-d]pyrimidine (64609-33-2) → 4-Methoxy-5-methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin (64609-35-4) + 4-Methoxy-5-methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin (64609-34-3)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; Yield given. Multistep reaction. Yields of byproduct given; 1) 1,2-dimethoxyethane, room temp., 10 min, 2) benzene, room temp., 3 h;

Reference yield: 85.0%

4-Methoxy-5-methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin (64609-35-4) → 5-Methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin-4(3H)-on (75124-29-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 15h; Heating;

upstream raw materials:

2,3,5-tri-O-benzyl-D-ribofuranosyl bromide

4-methoxy-5-methyl-2-methylsulfanyl-7H-pyrrolo[2,3-d]pyrimidine

2,3,5-tri-O-benzyl-1-O-(p-nitrobenzoyl)-α,β-D-ribofuranose

Downstream raw materials:

5-Methyl-2-methylthio-7-(2',3',5'-tri-O-benzyl-α-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidin-4(3H)-on