(R)-[6-methyl-3-(4-nitrophenyl)-2-(p-tolylsulfonyl)-2,3-dihydropyridazin-4-yl]methanol

Base Information

• Chemical Name: (R)-[6-methyl-3-(4-nitrophenyl)-2-(p-tolylsulfonyl)-2,3-dihydropyridazin-4-yl]methanol
• CAS No.: 1359738-70-7
• Molecular Formula: C₁₉H₁₉N₃O₅S
• Molecular Weight: 401.443
• Mol file: 1359738-70-7.mol

Synonyms:(R)-[6-methyl-3-(4-nitrophenyl)-2-(p-tolylsulfonyl)-2,3-dihydropyridazin-4-yl]methanol

Chemical Property of (R)-[6-methyl-3-(4-nitrophenyl)-2-(p-tolylsulfonyl)-2,3-dihydropyridazin-4-yl]methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-[6-methyl-3-(4-nitrophenyl)-2-(p-tolylsulfonyl)-2,3-dihydropyridazin-4-yl]methanol

There total 3 articles about (R)-[6-methyl-3-(4-nitrophenyl)-2-(p-tolylsulfonyl)-2,3-dihydropyridazin-4-yl]methanol 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: 76.0%

(R)-6-methyl-3-(4-nitrophenyl)-2-(p-tolylsulfonyl)-2,3-dihydropyridazine-4-carbaldehyde (1359738-66-1) → (R)-[6-methyl-3-(4-nitrophenyl)-2-(p-tolylsulfonyl)-2,3-dihydropyridazin-4-yl]methanol (1359738-70-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.333333h; optical yield given as %ee;

DOI:10.1039/c2cc17370k

Reference yield:

toluene-4-sulfonic acid hydrazide (1576-35-8) → (R)-[6-methyl-3-(4-nitrophenyl)-2-(p-tolylsulfonyl)-2,3-dihydropyridazin-4-yl]methanol (1359738-70-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium sulfate / diethyl ether; water / 18 h / 20 °C

2: (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; benzoic acid / toluene / 20 °C

3: sodium tetrahydroborate / methanol / 0.33 h / 0 °C

With (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; sodium tetrahydroborate; sodium sulfate; benzoic acid; In methanol; diethyl ether; water; toluene;

DOI:10.1039/c2cc17370k

Reference yield:

3-(4-nitrophenyl)-2-propenal (1734-79-8) + (E)-4-methyl-N'-(1-oxopropan-2-ylidene)benzenesulfonohydrazide (1359738-72-9) → (R)-[6-methyl-3-(4-nitrophenyl)-2-(p-tolylsulfonyl)-2,3-dihydropyridazin-4-yl]methanol (1359738-70-7)

Guidance literature:

Multi-step reaction with 2 steps

1: (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; benzoic acid / toluene / 20 °C

2: sodium tetrahydroborate / methanol / 0.33 h / 0 °C

With (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; sodium tetrahydroborate; benzoic acid; In methanol; toluene;

DOI:10.1039/c2cc17370k

upstream raw materials:

3-(4-nitrophenyl)-2-propenal

(E)-4-methyl-N'-(1-oxopropan-2-ylidene)benzenesulfonohydrazide

(R)-6-methyl-3-(4-nitrophenyl)-2-(p-tolylsulfonyl)-2,3-dihydropyridazine-4-carbaldehyde

toluene-4-sulfonic acid hydrazide