3-[[(2R,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-bis-(4-methoxy-phenyl)-methyl]-N-(3-imidazol-1-yl-propyl)-benzamide

Base Information

• Chemical Name: 3-[[(2R,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-bis-(4-methoxy-phenyl)-methyl]-N-(3-imidazol-1-yl-propyl)-benzamide
• CAS No.: 154965-38-5
• Molecular Formula: C₃₈H₄₁N₅O₈
• Molecular Weight: 695.772
• Mol file: 154965-38-5.mol

Synonyms:

Chemical Property of 3-[[(2R,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-bis-(4-methoxy-phenyl)-methyl]-N-(3-imidazol-1-yl-propyl)-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[[(2R,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-bis-(4-methoxy-phenyl)-methyl]-N-(3-imidazol-1-yl-propyl)-benzamide

There total 3 articles about 3-[[(2R,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-bis-(4-methoxy-phenyl)-methyl]-N-(3-imidazol-1-yl-propyl)-benzamide 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:

N-succinimidyl-3--hydroxymethyl-benzoate (166110-10-7) → 3-[[(2R,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-bis-(4-methoxy-phenyl)-methyl]-N-(3-imidazol-1-yl-propyl)-benzamide (154965-38-5)

Guidance literature:

Multi-step reaction with 3 steps

1: acetyl chloride / benzene / 0.25 h / Heating

2: 71 percent / pyridine / 18 h

3: CH₂Cl₂ / Ambient temperature

With acetyl chloride; In pyridine; dichloromethane; benzene;

DOI:10.1016/S0040-4039(00)61413-2

Reference yield:

N-succinimidyl-3--chloromethyl-benzoate (154965-59-0) → 3-[[(2R,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-bis-(4-methoxy-phenyl)-methyl]-N-(3-imidazol-1-yl-propyl)-benzamide (154965-38-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / pyridine / 18 h

2: CH₂Cl₂ / Ambient temperature

In pyridine; dichloromethane;

DOI:10.1016/S0040-4039(00)61413-2

Reference yield:

3-(1H-imidazol-1-yl)propan-1-amine (5036-48-6) + 3-[[(2R,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-bis-(4-methoxy-phenyl)-methyl]-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester (154965-35-2) → 3-[[(2R,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-bis-(4-methoxy-phenyl)-methyl]-N-(3-imidazol-1-yl-propyl)-benzamide (154965-38-5)

Guidance literature:

In dichloromethane; Yield given; Ambient temperature;

DOI:10.1016/S0040-4039(00)61413-2

upstream raw materials:

3-(1H-imidazol-1-yl)propan-1-amine

3-[[(2R,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-bis-(4-methoxy-phenyl)-methyl]-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester

N-succinimidyl-3--chloromethyl-benzoate

N-succinimidyl-3--hydroxymethyl-benzoate

Downstream raw materials:

Dithiophosphoric acid O-[(2R,3S,5R)-2-[[3-(3-imidazol-1-yl-propylcarbamoyl)-phenyl]-bis-(4-methoxy-phenyl)-methoxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester S,S'-diphenyl ester