(2S,3R)-methyl 2-benzamido-3-(3,4-dichlorophenyl)-2-methylpent-4-enoate

Base Information

• Chemical Name: (2S,3R)-methyl 2-benzamido-3-(3,4-dichlorophenyl)-2-methylpent-4-enoate
• CAS No.: 1421924-64-2
• Molecular Formula: C₂₀H₁₉Cl₂NO₃
• Molecular Weight: 392.282
• Mol file: 1421924-64-2.mol

Synonyms:(2S,3R)-methyl 2-benzamido-3-(3,4-dichlorophenyl)-2-methylpent-4-enoate

Chemical Property of (2S,3R)-methyl 2-benzamido-3-(3,4-dichlorophenyl)-2-methylpent-4-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-methyl 2-benzamido-3-(3,4-dichlorophenyl)-2-methylpent-4-enoate

There total 4 articles about (2S,3R)-methyl 2-benzamido-3-(3,4-dichlorophenyl)-2-methylpent-4-enoate 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: 95.0%

C13H15Cl2NO2 + benzoyl chloride (98-88-4) → (2S,3R)-methyl 2-benzamido-3-(3,4-dichlorophenyl)-2-methylpent-4-enoate (1421924-64-2)

Guidance literature:

With triethylamine; In dichloromethane; at 15 ℃; for 0.5h;

DOI:10.1021/jacs.7b12174

Reference yield: 95.0%

methanol (67-56-1) + (S)-4-((R)-1-(3,4-dichlorophenyl)allyl)-4-methyl-2-phenyloxazol-5(4H)-one (1421924-63-1) → (2S,3R)-methyl 2-benzamido-3-(3,4-dichlorophenyl)-2-methylpent-4-enoate (1421924-64-2)

Guidance literature:

With potassium carbonate; for 1h;

DOI:10.1021/ja311363a

Reference yield:

3-(3,4-dichlorophenyl)allyl methyl carbonate (1136238-65-7) → (2S,3R)-methyl 2-benzamido-3-(3,4-dichlorophenyl)-2-methylpent-4-enoate (1421924-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: O,O’-(R)-1,1’-(dinaphthyl-2,2’-diyl)-N,N’-di-(R,R)-1-(2-methoxyphenyl)ethylphosphoramidite; Ag(1+)*(x)C2H3N*C28H40O4P(1-); dichlorobis(η4-dibenzo[a,e]cyclooctatetraene)diiridium(I) / toluene / 0.33 h / Inert atmosphere

1.2: 20 °C / Molecular sieve; Inert atmosphere; Sealed tube

2.1: potassium carbonate / 1 h

With dichlorobis(η4-dibenzo[a,e]cyclooctatetraene)diiridium(I); O,O’-(R)-1,1’-(dinaphthyl-2,2’-diyl)-N,N’-di-(R,R)-1-(2-methoxyphenyl)ethylphosphoramidite; Ag⁽¹⁺⁾*(x)C₂H₃N*C₂₈H₄₀O₄P^(1-); potassium carbonate; In toluene;

DOI:10.1021/ja311363a

upstream raw materials:

methanol

(S)-4-((R)-1-(3,4-dichlorophenyl)allyl)-4-methyl-2-phenyloxazol-5(4H)-one

2-phenyl-4-methyl-4H-oxazolin-5-one

3-(3,4-dichlorophenyl)allyl methyl carbonate

Downstream raw materials:

(2S,3R)-methyl 2-benzamido-3-(3,4-dichlorophenyl)-2-methyl-5-(tosyloxy)pentanoate

(2S,3R)-methyl 1-benzoyl-3-(3,4-dichlorophenyl)-2-methylpyrrolidine-2-carboxylate