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

Base Information

• Chemical Name: methyl 3-acetoxy-3-[2-n-butyl-1-(2-chlorophenyl)methyl-1H-imidazol-5-yl]-2-[(thien-2-yl)methyl]propanoate
• CAS No.: 133485-59-3
• Molecular Formula: C₂₅H₂₉ClN₂O₄S
• Molecular Weight: 489.035
• Mol file: 133485-59-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 12 articles about methyl 3-acetoxy-3-[2-n-butyl-1-(2-chlorophenyl)methyl-1H-imidazol-5-yl]-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: 99.0%

methyl 3-[2-n-butyl-1-[(2-chlorophenyl)methyl]-1H-imidazol-5-yl]-3-hydroxy-2-[(thien-2-yl)methyl]propanoate (133485-58-2) → methyl 3-acetoxy-3-[2-n-butyl-1-(2-chlorophenyl)methyl-1H-imidazol-5-yl]-2-[(thien-2-yl)methyl]propanoate (133485-59-3)

Guidance literature:

With dmap; acetic anhydride; In dichloromethane; water;

Reference yield:

2-Chlorobenzyl alcohol (17849-38-6) → methyl 3-acetoxy-3-[2-n-butyl-1-(2-chlorophenyl)methyl-1H-imidazol-5-yl]-2-[(thien-2-yl)methyl]propanoate (133485-59-3)

Guidance literature:

Multi-step reaction with 6 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

6: (dimethylamino)pyridine / CH₂Cl₂ / 16 h

With dmap; 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-acetoxy-3-[2-n-butyl-1-(2-chlorophenyl)methyl-1H-imidazol-5-yl]-2-[(thien-2-yl)methyl]propanoate (133485-59-3)

Guidance literature:

Multi-step reaction with 3 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

3: (dimethylamino)pyridine / CH₂Cl₂ / 16 h

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

DOI:10.1021/jm00099a013

upstream raw materials:

acetic anhydride

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

methyl 3-(2-thienyl)propanoate

2-Chlorobenzyl alcohol

Downstream raw materials:

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-propenoic acid

(E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenol

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