-4-<1-Benzyl-4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo<1,2-a>purin-7-yl>-2-<(methoxycarbonyl)amino>-3-butenoic Acid Methyl Ester

Base Information

• Chemical Name: -4-<1-Benzyl-4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo<1,2-a>purin-7-yl>-2-<(methoxycarbonyl)amino>-3-butenoic Acid Methyl Ester
• CAS No.: 96854-31-8
• Molecular Formula: C₂₃H₂₄N₆O₅
• Molecular Weight: 464.481
• Mol file: 96854-31-8.mol

Synonyms:-4-<1-Benzyl-4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo<1,2-a>purin-7-yl>-2-<(methoxycarbonyl)amino>-3-butenoic Acid Methyl Ester

Chemical Property of -4-<1-Benzyl-4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo<1,2-a>purin-7-yl>-2-<(methoxycarbonyl)amino>-3-butenoic Acid Methyl Ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of -4-<1-Benzyl-4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo<1,2-a>purin-7-yl>-2-<(methoxycarbonyl)amino>-3-butenoic Acid Methyl Ester

There total 8 articles about -4-<1-Benzyl-4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo<1,2-a>purin-7-yl>-2-<(methoxycarbonyl)amino>-3-butenoic Acid Methyl 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:

1-benzyl-4,6-dimethyl-1,4-dihydro-imidazo[1,2-a]purin-9-one (65120-81-2) → -4-<1-Benzyl-4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo<1,2-a>purin-7-yl>-2-<(methoxycarbonyl)amino>-3-butenoic Acid Methyl Ester (96854-31-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / I₂, NaHCO₃ / CH₂Cl₂; H₂O / 0.67 h / Ambient temperature

2: NaHCO₃, TBACl, palladium(II) acetate / dimethylformamide / 24 h / 45 °C

3: acetic acid / benzene; methanol

With tetrabutyl-ammonium chloride; iodine; palladium diacetate; sodium hydrogencarbonate; acetic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;

Reference yield:

(S)-(E)-(1-benzyl-4,6-dimethyl-9-oxo-4,9-dihydro-1H-imidazo<1,2-a>purin-7-yl)-2-<(methoxycarbonyl)amino>but-3-enoic acid (136978-28-4) + diazomethyl-trimethyl-silane (18107-18-1) → -4-<1-Benzyl-4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo<1,2-a>purin-7-yl>-2-<(methoxycarbonyl)amino>-3-butenoic Acid Methyl Ester (96854-31-8)

Guidance literature:

In methanol; diethyl ether; benzene; Yield given;

DOI:10.1248/cpb.39.1407

Reference yield:

1-benzyl-7-formylwye (96881-37-7) → -4-<1-Benzyl-4,9-dihydro-4,6-dimethyl-9-oxo-1H-imidazo<1,2-a>purin-7-yl>-2-<(methoxycarbonyl)amino>-3-butenoic Acid Methyl Ester (96854-31-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi, (R)-<2-Carboxy-2-<(methoxycarbonyl)amino>ethyl>triphenylphosphonium Chloride / 1.) THF, HMPA, hexane, -78 deg C; 2.) a) -78 deg C, 1 h, b) -78 to -18 deg C, 6 h

2: diethyl ether; benzene; methanol

With n-butyllithium; (R)-<2-Carboxy-2-<(methoxycarbonyl)amino>ethyl>triphenylphosphonium Chloride; In methanol; diethyl ether; benzene;

DOI:10.1248/cpb.39.1407

upstream raw materials:

1-benzyl-7-formylwye

(R)-<2-Carboxy-2-<(methoxycarbonyl)amino>ethyl>triphenylphosphonium Chloride

diazomethyl-trimethyl-silane

(S)-2-<(methoxycarbonyl)amino>but-3-enoic acid

Downstream raw materials:

4-(1-benzyl-4,6-dimethyl-9-oxo-4,9-dihydro-1H-imidazo[1,2-a]purin-7-yl)-2-methoxycarbonylamino-butyric acid methyl ester

wybutine

<αS-(αR^*,βR^*,γR^*)>-1-benzyl-4,9-dihydro-β,γ-dihydroxy-α-<(methoxycarbonyl)amino>-4,6-dimethyl-9-oxo-1H-imidazol<1,2-a>purine-7-butanoic acid methyl ester

αS-(αR^*,βS^*,γS^*)-1benzyl-4,9-dihydro-β,γ-dihydroxy-α-<(methoxycarbonyl)amino>-4,6-dimethyl-9-oxo-1H-imidazo<1,2-a>purine-7-butanoic acid methyl ester