methyl 3-(but-3-en-1-yl(methyl)carbamoyl)-5-(n-methylmethyl-sulfonamido)benzoate

Base Information

• Chemical Name: methyl 3-(but-3-en-1-yl(methyl)carbamoyl)-5-(n-methylmethyl-sulfonamido)benzoate
• CAS No.: 1385068-90-5
• Molecular Formula: C₁₆H₂₂N₂O₅S
• Molecular Weight: 354.427
• Mol file: 1385068-90-5.mol

Synonyms:methyl 3-(but-3-en-1-yl(methyl)carbamoyl)-5-(n-methylmethyl-sulfonamido)benzoate

Chemical Property of methyl 3-(but-3-en-1-yl(methyl)carbamoyl)-5-(n-methylmethyl-sulfonamido)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(but-3-en-1-yl(methyl)carbamoyl)-5-(n-methylmethyl-sulfonamido)benzoate

There total 1 articles about methyl 3-(but-3-en-1-yl(methyl)carbamoyl)-5-(n-methylmethyl-sulfonamido)benzoate 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:

3-(methoxycarbonyl)-5-[methyl(methylsulfonyl)amino]benzoic acid (695215-94-2) → methyl 3-(but-3-en-1-yl(methyl)carbamoyl)-5-(n-methylmethyl-sulfonamido)benzoate (1385068-90-5)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 19 h / 0 - 20 °C

2: sodium hydride / N,N-dimethyl-formamide / 23 h / 20 °C

With sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2012.05.039

Reference yield:

(S)-2-(allyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethanamine (1385068-39-2) + methyl 3-(but-3-en-1-yl(methyl)carbamoyl)-5-(n-methylmethyl-sulfonamido)benzoate (1385068-90-5) → C25H37N3O7S

Guidance literature:

methyl 3-(but-3-en-1-yl(methyl)carbamoyl)-5-(n-methylmethyl-sulfonamido)benzoate; With lithium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 1.16667h;

(S)-2-(allyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethanamine; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1016/j.bmc.2012.05.039

Reference yield:

methyl 3-(but-3-en-1-yl(methyl)carbamoyl)-5-(n-methylmethyl-sulfonamido)benzoate (1385068-90-5) → N-((Z)-(S)-4-[(R)-1-hydroxy-2-(3-isopropyl-benzylamino)-ethyl]-12-methyl-2,13-dioxo-6-oxa-3,12-diaza-bicyclo[12.3.1]octadeca-1(18),8,14,16-tetraen-16-yl)-N-methyl-methanesulfonamide (1385068-07-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium hydroxide / 1,4-dioxane; water / 1.17 h / 20 °C

1.2: 16 h / 20 °C

2.1: acetic acid / water / 1.75 h / 60 °C

3.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / Inert atmosphere; Reflux

4.1: di(n-butyl)tin oxide; triethylamine / dichloromethane / 23 h / 20 °C

5.1: ethanol / 24 h / Reflux

With Hoveyda-Grubbs catalyst second generation; di(n-butyl)tin oxide; acetic acid; triethylamine; lithium hydroxide; In 1,4-dioxane; ethanol; dichloromethane; water;

DOI:10.1016/j.bmc.2012.05.039

upstream raw materials:

3-(methoxycarbonyl)-5-[methyl(methylsulfonyl)amino]benzoic acid

Downstream raw materials:

N-((Z)-(S)-4-[(R)-1-hydroxy-2-(3-isopropyl-benzylamino)-ethyl]-12-methyl-2,13-dioxo-6-oxa-3,12-diaza-bicyclo[12.3.1]octadeca-1⁽¹⁸⁾,8,14,16-tetraen-16-yl)-N-methyl-methanesulfonamide