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

Base Information

Chemical Name:(2S,3R)-methyl 1-benzoyl-3-(3,4-dichlorophenyl)-2-methylpyrrolidine-2-carboxylate
CAS No.:1421924-62-0
Molecular Formula:C₂₀H₁₉Cl₂NO₃
Molecular Weight:392.282
Hs Code.:

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

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

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

There total 5 articles about (2S,3R)-methyl 1-benzoyl-3-(3,4-dichlorophenyl)-2-methylpyrrolidine-2-carboxylate 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%

: 1421924-65-3
(2S,3R)-methyl 2-benzamido-3-(3,4-dichlorophenyl)-2-methyl-5-(tosyloxy)pentanoate

: 1421924-62-0
(2S,3R)-methyl 1-benzoyl-3-(3,4-dichlorophenyl)-2-methylpyrrolidine-2-carboxylate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1021/ja311363a

Reference yield:

: 1421924-63-1
(S)-4-((R)-1-(3,4-dichlorophenyl)allyl)-4-methyl-2-phenyloxazol-5(4H)-one

: 1421924-62-0
(2S,3R)-methyl 1-benzoyl-3-(3,4-dichlorophenyl)-2-methylpyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / 1 h

2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 1 h / -78 - 20 °C

2.2: 6 h / 0 - 20 °C

3.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 12 h / 20 °C

With sodium hydride; potassium carbonate; triethylamine; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja311363a

Reference yield:

: 51127-13-0,71963-72-9,87480-74-8,13302-43-7
2-phenyl-4-methyl-4H-oxazolin-5-one

: 1421924-62-0
(2S,3R)-methyl 1-benzoyl-3-(3,4-dichlorophenyl)-2-methylpyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 5 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

3.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 1 h / -78 - 20 °C

3.2: 6 h / 0 - 20 °C

4.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide / 12 h / 20 °C

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-); sodium hydride; potassium carbonate; triethylamine; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja311363a