(2S,3R,4S)-4-hydroxy-4-methyl-2-phenyl-3,4-dihydro-2H-thiochromene-3-carbaldehyde

Base Information

• Chemical Name: (2S,3R,4S)-4-hydroxy-4-methyl-2-phenyl-3,4-dihydro-2H-thiochromene-3-carbaldehyde
• CAS No.: 1119040-06-0
• Molecular Formula: C₁₇H₁₆O₂S
• Molecular Weight: 284.379

Synonyms:(2S,3R,4S)-4-hydroxy-4-methyl-2-phenyl-3,4-dihydro-2H-thiochromene-3-carbaldehyde

Chemical Property of (2S,3R,4S)-4-hydroxy-4-methyl-2-phenyl-3,4-dihydro-2H-thiochromene-3-carbaldehyde

Chemical Property:

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Technology Process of (2S,3R,4S)-4-hydroxy-4-methyl-2-phenyl-3,4-dihydro-2H-thiochromene-3-carbaldehyde

There total 3 articles about (2S,3R,4S)-4-hydroxy-4-methyl-2-phenyl-3,4-dihydro-2H-thiochromene-3-carbaldehyde 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: 40.0%

1-(2-mercaptophenyl)ethan-1-one (26824-02-2) + 3-phenyl-propenal (104-55-2) → C17H14OS (1119040-04-8) + 4-hydroxy-4-methyl-2-phenyl-3,4-dihydro-2H-thiochromene-3-carbaldehyde + (2S,3R,4S)-4-hydroxy-4-methyl-2-phenyl-3,4-dihydro-2H-thiochromene-3-carbaldehyde (1119040-06-0) + (2R,3S,4R)-4-hydroxy-4-methyl-2-phenyl-3,4-dihydro-2H-thiochromene-3-carbaldehyde

Guidance literature:

With (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; benzoic acid; In chloroform; at 20 ℃; for 24h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/adsc.200700407

Reference yield:

1-(2-mercaptophenyl)ethan-1-one (26824-02-2) + 3-phenyl-propenal (104-55-2) → 4-hydroxy-4-methyl-2-phenyl-3,4-dihydro-2H-thiochromene-3-carbaldehyde + (2S,3R,4S)-4-hydroxy-4-methyl-2-phenyl-3,4-dihydro-2H-thiochromene-3-carbaldehyde (1119040-06-0)

Guidance literature:

With (S)-2-{bis[3,5-bis(trifluoromethyl)phenyl][(trimethylsilanyl)oxy]methyl}pyrrolidine; ortho-nitrobenzoic acid; In toluene; at -25 ℃; for 64h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/adsc.200700407

Reference yield:

1-(2-mercaptophenyl)ethan-1-one (26824-02-2) + 3-phenyl-propenal (104-55-2) → 4-hydroxy-4-methyl-2-phenyl-3,4-dihydro-2H-thiochromene-3-carbaldehyde + (2S,3R,4S)-4-hydroxy-4-methyl-2-phenyl-3,4-dihydro-2H-thiochromene-3-carbaldehyde (1119040-06-0) + (2R,3S,4R)-4-hydroxy-4-methyl-2-phenyl-3,4-dihydro-2H-thiochromene-3-carbaldehyde

Guidance literature:

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; benzoic acid; In chloroform; at 20 ℃; for 24h; optical yield given as %ee;

DOI:10.1002/adsc.200700407

upstream raw materials:

1-(2-mercaptophenyl)ethan-1-one

3-phenyl-propenal

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