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

Base Information

• Chemical Name: N-(1-(hydroxymethyl)-2-phenylethyl)-4-methyl-N-prop-2-ynylbenzenesulfonamide
• CAS No.: 1378523-77-3
• Molecular Formula: C₁₉H₂₁NO₃S
• Molecular Weight: 343.447
• Mol file: 1378523-77-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about N-(1-(hydroxymethyl)-2-phenylethyl)-4-methyl-N-prop-2-ynylbenzenesulfonamide 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%

(S)-ethyl 2-(4-methyl-N-(prop-2-yn-1-yl)phenylsulfonamido)-3-phenyl-propanoate → N-(1-(hydroxymethyl)-2-phenylethyl)-4-methyl-N-prop-2-ynylbenzenesulfonamide (1378523-77-3)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 2h; Reflux;

DOI:10.1016/j.tetlet.2015.10.107

Reference yield:

3-phenyl-2-[prop-2-ynyl(toluene-4-sulfonyl)amino]propionic acid prop-2-ynyl ester (1378523-88-6) → N-(1-(hydroxymethyl)-2-phenylethyl)-4-methyl-N-prop-2-ynylbenzenesulfonamide (1378523-77-3)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; ethanol; at 5 - 28 ℃; for 1h;

DOI:10.1021/ol301219c

Reference yield:

N-tosyl-(S)-phenylalanine (13505-32-3) → N-(1-(hydroxymethyl)-2-phenylethyl)-4-methyl-N-prop-2-ynylbenzenesulfonamide (1378523-77-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 4 h / 60 - 70 °C

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

With lithium borohydride; potassium carbonate; In tetrahydrofuran; ethanol; acetonitrile;

DOI:10.1021/ol301219c

upstream raw materials:

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

N-tosyl-(S)-phenylalanine

(S)-ethyl 2-(4-methylphenylsulfonamido)-3-phenylpropanoate

p-toluenesulfonyl chloride

Downstream raw materials:

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

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

C₂₆H₂₇NO₄S

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