methyl 3-[2-n-butyl-1-[(2-chlorophenyl)methyl]-1H-imidazol-5-yl]-3-hydroxy-2-[(thien-2-yl)methyl]propanoate

Base Information

• Chemical Name: methyl 3-[2-n-butyl-1-[(2-chlorophenyl)methyl]-1H-imidazol-5-yl]-3-hydroxy-2-[(thien-2-yl)methyl]propanoate
• CAS No.: 133485-58-2
• Molecular Formula: C₂₃H₂₇ClN₂O₃S
• Molecular Weight: 446.998
• Mol file: 133485-58-2.mol

Synonyms:methyl 3-[2-n-butyl-1-[(2-chlorophenyl)methyl]-1H-imidazol-5-yl]-3-hydroxy-2-[(thien-2-yl)methyl]propanoate

Chemical Property of methyl 3-[2-n-butyl-1-[(2-chlorophenyl)methyl]-1H-imidazol-5-yl]-3-hydroxy-2-[(thien-2-yl)methyl]propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-[2-n-butyl-1-[(2-chlorophenyl)methyl]-1H-imidazol-5-yl]-3-hydroxy-2-[(thien-2-yl)methyl]propanoate

There total 9 articles about methyl 3-[2-n-butyl-1-[(2-chlorophenyl)methyl]-1H-imidazol-5-yl]-3-hydroxy-2-[(thien-2-yl)methyl]propanoate 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:

methyl 3-(2-thienyl)propanoate (16862-05-8) + 2-n-butyl-1-(2-chlorophenyl)methyl-1H-imidazole-5-carboxaldehyde (133485-56-0) → methyl 3-[2-n-butyl-1-[(2-chlorophenyl)methyl]-1H-imidazol-5-yl]-3-hydroxy-2-[(thien-2-yl)methyl]propanoate (133485-58-2)

Guidance literature:

With lithium diisopropyl amide; Multistep reaction; 1.) THF, hexane, -78 deg C, 60 min, 2.) THF, hexane, -78 deg C, 10 min;

DOI:10.1021/jm00099a013

Reference yield:

2-Chlorobenzyl alcohol (17849-38-6) → methyl 3-[2-n-butyl-1-[(2-chlorophenyl)methyl]-1H-imidazol-5-yl]-3-hydroxy-2-[(thien-2-yl)methyl]propanoate (133485-58-2)

Guidance literature:

Multi-step reaction with 5 steps

1: diisopropylethylamine / CH₂Cl₂ / 0.33 h / -78 °C

2: CH₂Cl₂ / 18 h / Ambient temperature

3: 10percent aq. NaOH / methanol / 4 h / Heating

4: 93 percent / MnO₂ / CH₂Cl₂ / 19 h / Ambient temperature

5: 1.) LDA / 1.) THF, hexane, -78 deg C, 60 min, 2.) THF, hexane, -78 deg C, 10 min

With manganese(IV) oxide; sodium hydroxide; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In methanol; dichloromethane;

DOI:10.1021/jm00099a013

Reference yield:

2-n-butyl-1-(2-chlorophenyl)-methyl-5-hydroxymethyl-1H-imidazole (133485-55-9) → methyl 3-[2-n-butyl-1-[(2-chlorophenyl)methyl]-1H-imidazol-5-yl]-3-hydroxy-2-[(thien-2-yl)methyl]propanoate (133485-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / MnO₂ / CH₂Cl₂ / 19 h / Ambient temperature

2: 1.) LDA / 1.) THF, hexane, -78 deg C, 60 min, 2.) THF, hexane, -78 deg C, 10 min

With manganese(IV) oxide; lithium diisopropyl amide; In dichloromethane;

DOI:10.1021/jm00099a013

upstream raw materials:

methyl 3-(2-thienyl)propanoate

2-n-butyl-1-(2-chlorophenyl)methyl-1H-imidazole-5-carboxaldehyde

2-Chlorobenzyl alcohol

2-n-butyl-4-(hydroxymethyl)imidazole

Downstream raw materials:

methyl 3-acetoxy-3-[2-n-butyl-1-(2-chlorophenyl)methyl-1H-imidazol-5-yl]-2-[(thien-2-yl)methyl]propanoate

(E)-3-[2-n-butyl-1-[(2-chlorophenyl)methyl]-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoic acid

methyl (E)-3-<2-butyl-1-<(2-chlorophenyl)methyl>imidazol-5-yl>-2-<(2-thienyl)methyl>-2-propenoate

(E)-3-[2-n-butyl-1-[(2-chlorophenyl)methyl]-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenamide