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

Base Information

• Chemical Name: (2S,3R)-methyl 2-benzamido-3-(3,4-dichlorophenyl)-2-methyl-5-(tosyloxy)pentanoate
• CAS No.: 1421924-65-3
• Molecular Formula: C₂₇H₂₇Cl₂NO₆S
• Molecular Weight: 564.486
• Mol file: 1421924-65-3.mol

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

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

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-methyl-5-(tosyloxy)pentanoate

There total 5 articles about (2S,3R)-methyl 2-benzamido-3-(3,4-dichlorophenyl)-2-methyl-5-(tosyloxy)pentanoate 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:

C20H21Cl2NO4 + p-toluenesulfonyl chloride (98-59-9) → (2S,3R)-methyl 2-benzamido-3-(3,4-dichlorophenyl)-2-methyl-5-(tosyloxy)pentanoate (1421924-65-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.1021/ja311363a

Reference yield:

(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-methyl-5-(tosyloxy)pentanoate (1421924-65-3)

Guidance literature:

Multi-step reaction with 3 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

With potassium carbonate; triethylamine; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja311363a

Reference yield:

(2S,3R)-methyl 2-benzamido-3-(3,4-dichlorophenyl)-2-methylpent-4-enoate (1421924-64-2) → (2S,3R)-methyl 2-benzamido-3-(3,4-dichlorophenyl)-2-methyl-5-(tosyloxy)pentanoate (1421924-65-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 1 h / -78 - 20 °C

1.2: 6 h / 0 - 20 °C

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

With triethylamine; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja311363a

upstream raw materials:

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

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

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

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

Downstream raw materials:

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