(3R,4R)-3-chloromethyl-2-methyl-4-(4-methylthiophenyl)-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: (3R,4R)-3-chloromethyl-2-methyl-4-(4-methylthiophenyl)-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 774596-76-8
• Molecular Formula: C₁₈H₂₀ClNS
• Molecular Weight: 317.883

Synonyms:(3R,4R)-3-chloromethyl-2-methyl-4-(4-methylthiophenyl)-1,2,3,4-tetrahydroisoquinoline

Chemical Property of (3R,4R)-3-chloromethyl-2-methyl-4-(4-methylthiophenyl)-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

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Technology Process of (3R,4R)-3-chloromethyl-2-methyl-4-(4-methylthiophenyl)-1,2,3,4-tetrahydroisoquinoline

There total 2 articles about (3R,4R)-3-chloromethyl-2-methyl-4-(4-methylthiophenyl)-1,2,3,4-tetrahydroisoquinoline 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:

(3R,4R)-3-hydroxymethyl-2-methyl-4-(4-methylthiophenyl)-1,2,3,4-tetrahydroisoquinoline (774596-75-7) → (3R,4R)-3-chloromethyl-2-methyl-4-(4-methylthiophenyl)-1,2,3,4-tetrahydroisoquinoline (774596-76-8)

Guidance literature:

With thionyl chloride; at 20 ℃;

DOI:10.1016/j.tetasy.2004.06.043

Reference yield:

[(3R,4R)-4-(4-Methylsulfanyl-phenyl)-1,2,3,4-tetrahydro-isoquinolin-3-yl]-methanol → (3R,4R)-3-chloromethyl-2-methyl-4-(4-methylthiophenyl)-1,2,3,4-tetrahydroisoquinoline (774596-76-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid; H₂O; ethanol / 0.75 h / 20 °C

1.2: 95.5 percent / NaBH₄ / acetic acid; H₂O; ethanol / 18 h / 20 °C

2.1: SOCl₂ / 20 °C

With thionyl chloride; In ethanol; water; acetic acid;

DOI:10.1016/j.tetasy.2004.06.043

Reference yield: 82.0%

(3R,4R)-3-chloromethyl-2-methyl-4-(4-methylthiophenyl)-1,2,3,4-tetrahydroisoquinoline (774596-76-8) → (3S,4R)-N(2),3-dimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline (774596-70-2)

Guidance literature:

With Raney nickel W-2; In tetrahydrofuran; water; for 12h; Heating;

DOI:10.1016/j.tetasy.2004.06.043

upstream raw materials:

(3R,4R)-3-hydroxymethyl-2-methyl-4-(4-methylthiophenyl)-1,2,3,4-tetrahydroisoquinoline

Downstream raw materials:

(3S,4R)-N⁽²⁾,3-dimethyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline

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