(2S,3S)-2-(4-bromophenyl)-1-(4-methoxyphenyl)-1,2,3,4-tetrahydropyridine-3-carbaldehyde

Base Information

• Chemical Name: (2S,3S)-2-(4-bromophenyl)-1-(4-methoxyphenyl)-1,2,3,4-tetrahydropyridine-3-carbaldehyde
• CAS No.: 1133378-61-6
• Molecular Formula: C₁₉H₁₈BrNO₂
• Molecular Weight: 372.261
• Mol file: 1133378-61-6.mol

Synonyms:(2S,3S)-2-(4-bromophenyl)-1-(4-methoxyphenyl)-1,2,3,4-tetrahydropyridine-3-carbaldehyde

Chemical Property of (2S,3S)-2-(4-bromophenyl)-1-(4-methoxyphenyl)-1,2,3,4-tetrahydropyridine-3-carbaldehyde

Chemical Property:

Purity/Quality:

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Technology Process of (2S,3S)-2-(4-bromophenyl)-1-(4-methoxyphenyl)-1,2,3,4-tetrahydropyridine-3-carbaldehyde

There total 1 articles about (2S,3S)-2-(4-bromophenyl)-1-(4-methoxyphenyl)-1,2,3,4-tetrahydropyridine-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: 55.0%

N-(4-bromobenzylidene)-4-methoxyaniline (28115-12-0) + Glutaraldehyde (111-30-8,29257-65-6,79215-57-9) → (2S,3S)-2-(4-bromophenyl)-1-(4-methoxyphenyl)-1,2,3,4-tetrahydropyridine-3-carbaldehyde (1133378-61-6)

Guidance literature:

With water; L-proline; In dimethyl sulfoxide; at 20 ℃; for 5h; optical yield given as %ee; Inert atmosphere;

DOI:10.1002/adsc.200800253

Reference yield:

(2S,3S)-2-(4-bromophenyl)-1-(4-methoxyphenyl)-1,2,3,4-tetrahydropyridine-3-carbaldehyde (1133378-61-6) → (R)-2-(4-bromophenyl)-1-(4-methoxyphenyl)-1,2-dihydropyridine-3-carbaldehyde + (S)-2-(4-bromophenyl)-1-(4-methoxyphenyl)-1,2-dihydropyridine-3-carbaldehyde

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; at 40 ℃; for 4h; Overall yield = 87 mg; regioselective reaction;

DOI:10.1021/acs.orglett.5b02744

upstream raw materials:

N-(4-bromobenzylidene)-4-methoxyaniline

Glutaraldehyde