(S)-4-methyl-N-(1-oxo-3-phenylpropan-2-yl)-N-(prop-2-yn-1-yl)benzenesulfonamide

Base Information

• Chemical Name: (S)-4-methyl-N-(1-oxo-3-phenylpropan-2-yl)-N-(prop-2-yn-1-yl)benzenesulfonamide
• CAS No.: 1232168-24-9
• Molecular Formula: C₁₉H₁₉NO₃S
• Molecular Weight: 341.431
• Mol file: 1232168-24-9.mol

Synonyms:(S)-4-methyl-N-(1-oxo-3-phenylpropan-2-yl)-N-(prop-2-yn-1-yl)benzenesulfonamide

Chemical Property of (S)-4-methyl-N-(1-oxo-3-phenylpropan-2-yl)-N-(prop-2-yn-1-yl)benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-methyl-N-(1-oxo-3-phenylpropan-2-yl)-N-(prop-2-yn-1-yl)benzenesulfonamide

There total 7 articles about (S)-4-methyl-N-(1-oxo-3-phenylpropan-2-yl)-N-(prop-2-yn-1-yl)benzenesulfonamide 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: 93.0%

N-(1-(hydroxymethyl)-2-phenylethyl)-4-methyl-N-prop-2-ynylbenzenesulfonamide (1378523-77-3) → (S)-4-methyl-N-(1-oxo-3-phenylpropan-2-yl)-N-(prop-2-yn-1-yl)benzenesulfonamide (1232168-24-9)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2015.10.107

Reference yield:

methyl (2S)-2-{N-(prop-2-ynyl)-4-toluenesulfonamido}-3-phenylpropanoate (1232168-21-6) → (S)-4-methyl-N-(1-oxo-3-phenylpropan-2-yl)-N-(prop-2-yn-1-yl)benzenesulfonamide (1232168-24-9)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol101034s

Reference yield:

3-phenyl-2-[prop-2-ynyl(toluene-4-sulfonyl)amino]propionic acid prop-2-ynyl ester (1378523-88-6) → (S)-4-methyl-N-(1-oxo-3-phenylpropan-2-yl)-N-(prop-2-yn-1-yl)benzenesulfonamide (1232168-24-9)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium borohydride / tetrahydrofuran; ethanol / 1 h / 5 - 28 °C

2: pyridinium chlorochromate / dichloromethane / 6 h / 10 - 28 °C

With lithium borohydride; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/ol301219c

upstream raw materials:

methyl (2S)-2-{N-(prop-2-ynyl)-4-toluenesulfonamido}-3-phenylpropanoate

N-(1-(hydroxymethyl)-2-phenylethyl)-4-methyl-N-prop-2-ynylbenzenesulfonamide

3-phenyl-2-[prop-2-ynyl(toluene-4-sulfonyl)amino]propionic acid prop-2-ynyl ester

N-tosyl-(S)-phenylalanine

Downstream raw materials:

methyl (2E,4S)-4-{N-(prop-2-ynyl)-4-toluenesulfonamido}-5-phenylpent-2-enoate

ethyl (2Z,4S)-4-{N-(prop-2-ynyl)-4-toluenesulfonamido}-5-phenylpent-2-enoate

ethyl (2E,4S)-4-{N-(prop-2-ynyl)-4-toluenesulfonamido}-5-phenylpent-2-enoate

3-benzyl-2-(4-methoxyphenyl)-6-methyl-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-[1,4]oxazine