4-methyl-N-[(1R)-1-phenylprop-2-en-1-yl]benzene-1-sulfonamide

Base Information

• Chemical Name: 4-methyl-N-[(1R)-1-phenylprop-2-en-1-yl]benzene-1-sulfonamide
• CAS No.: 168126-69-0
• Molecular Formula: C₁₆H₁₇NO₂S
• Molecular Weight: 287.382
• Mol file: 168126-69-0.mol

Synonyms:4-methyl-N-[(1R)-1-phenylprop-2-en-1-yl]benzene-1-sulfonamide

Chemical Property of 4-methyl-N-[(1R)-1-phenylprop-2-en-1-yl]benzene-1-sulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methyl-N-[(1R)-1-phenylprop-2-en-1-yl]benzene-1-sulfonamide

There total 8 articles about 4-methyl-N-[(1R)-1-phenylprop-2-en-1-yl]benzene-1-sulfonamide 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: 91.0%

p-toluenesulfonyl chloride (98-59-9) + (1R)-1-phenylprop-2-en-1-amine (325490-29-7) → 4-methyl-N-[(1R)-1-phenylprop-2-en-1-yl]benzene-1-sulfonamide (168126-69-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol801071y

Reference yield: 75.0%

cinnamyl methyl carbonate (85217-69-2,87802-71-9) + sodium p-toluenesulfonamide (18522-92-4) → 4-methyl-N-[(2E)-3-phenylprop-2-en-1-yl]benzene-1-sulfonamide (5848-57-7,32121-04-3,5882-85-9) + 4-methyl-N-[(1R)-1-phenylprop-2-en-1-yl]benzene-1-sulfonamide (168126-69-0)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; O,O’-(R)-1,1’-(dinaphthyl-2,2’-diyl)-N,N’-di-(R,R)-1-(2-methoxyphenyl)ethylphosphoramidite; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; In tetrahydrofuran; at 50 ℃; for 2h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201000706

Reference yield:

trans-3-phenylprop-2-enyl chloride (21087-29-6) → 4-methyl-N-[(1R)-1-phenylprop-2-en-1-yl]benzene-1-sulfonamide (168126-69-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaBH₄ / 1) EtOH, 2) EtOH

2: t-BuOCl / CH₂Cl₂

3: tetrahydrofuran / 0 °C

4: tetrahydrofuran / 3 h / 0 °C

With sodium tetrahydroborate; tert-butylhypochlorite; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo960287b

upstream raw materials:

C₂₆H₃₃NO₃SSe

trans-3-phenylprop-2-enyl chloride

(1S,2R,4R)-7,7-Dimethyl-1-((E)-3-phenyl-allylselanylmethyl)-bicyclo[2.2.1]heptan-2-ol

(1S,3S,5R,7R)-3-Chloro-10,10-dimethyl-3-((E)-3-phenyl-allyl)-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane

Downstream raw materials:

(R)-1-phenyl-N-((R)-1-phenylallyl)-N-tosylprop-2-en-1-amine

4-methyl-N-[(1R)-1-phenylprop-2-en-1-yl]-N-(prop-2-yn-1-yl)benzenesulfonamide