methyl (2S,3S)-2-benzamide-3-phenylbutanoate

Base Information

• Chemical Name: methyl (2S,3S)-2-benzamide-3-phenylbutanoate
• CAS No.: 675608-52-3
• Molecular Formula: C₁₈H₁₉NO₃
• Molecular Weight: 297.354
• Mol file: 675608-52-3.mol

Synonyms:methyl (2S,3S)-2-benzamide-3-phenylbutanoate

Chemical Property of methyl (2S,3S)-2-benzamide-3-phenylbutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2S,3S)-2-benzamide-3-phenylbutanoate

There total 6 articles about methyl (2S,3S)-2-benzamide-3-phenylbutanoate 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:

acetophenone (98-86-2) → methyl (2S,3S)-2-benzamide-3-phenylbutanoate (675608-52-3)

Guidance literature:

Multi-step reaction with 4 steps

1: acetic anhydride; lead(IV) acetate / tetrahydrofuran / 24 h / Heating

2: 97 percent / methanol / 0.5 h / 20 °C

3: 97 percent / H₂ / Pd/C / ethyl acetate / 10 h / 30 °C

4: amylose 10-undecenoate/3,5-di(Me)phenylcarbamate on AllSiO₂ / hexane; propan-2-ol; CHCl₃ / 6 h / 25 °C

With lead(IV) acetate; 3,5-dimethylphenyl carbamate; amylose 10-undecenoate; hydrogen; acetic anhydride; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; chloroform; ethyl acetate; isopropyl alcohol;

DOI:10.1016/j.tet.2003.11.044

Reference yield:

Hippuric Acid (495-69-2,140480-84-8,21251-67-2,91787-63-2,66407-11-2) → methyl (2S,3S)-2-benzamide-3-phenylbutanoate (675608-52-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 38 percent / acetic anhydride; lead(IV) acetate / tetrahydrofuran / 24 h / Heating

2: 94 percent / HBr; benzoyl peroxide / toluene / cooling

3: 97 percent / methanol / 0.5 h / 20 °C

4: 97 percent / H₂ / Pd/C / ethyl acetate / 10 h / 30 °C

5: amylose 10-undecenoate/3,5-di(Me)phenylcarbamate on AllSiO₂ / hexane; propan-2-ol; CHCl₃ / 6 h / 25 °C

With lead(IV) acetate; 3,5-dimethylphenyl carbamate; amylose 10-undecenoate; hydrogen bromide; hydrogen; acetic anhydride; dibenzoyl peroxide; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; chloroform; ethyl acetate; isopropyl alcohol; toluene;

DOI:10.1016/j.tet.2003.11.044

Reference yield:

(E)-2-phenyl-4-(α-phenylethylidene)-5-(4H)-oxazolone (57427-91-5) → methyl (2S,3S)-2-benzamide-3-phenylbutanoate (675608-52-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / methanol / 0.5 h / 20 °C

2: 97 percent / H₂ / Pd/C / ethyl acetate / 10 h / 30 °C

3: amylose 10-undecenoate/3,5-di(Me)phenylcarbamate on AllSiO₂ / hexane; propan-2-ol; CHCl₃ / 6 h / 25 °C

With 3,5-dimethylphenyl carbamate; amylose 10-undecenoate; hydrogen; palladium on activated charcoal; In methanol; hexane; chloroform; ethyl acetate; isopropyl alcohol;

DOI:10.1016/j.tet.2003.11.044

upstream raw materials:

Hippuric Acid

(E)-2-phenyl-4-(α-phenylethylidene)-5-(4H)-oxazolone

(Z)-2-phenyl-4-(α-phenylethylidene)-5-(4H)-oxazolone

(E)-N-benzoyl-β-methyldidehydrophenylalanine methyl ester

Downstream raw materials:

(2S,3S)-methylphenylalanine