(R)-1-Benzyl-6,7-dimethoxy-2-((R)-toluene-4-sulfinyl)-1,2,3,4-tetrahydro-isoquinoline

Base Information

• Chemical Name: (R)-1-Benzyl-6,7-dimethoxy-2-((R)-toluene-4-sulfinyl)-1,2,3,4-tetrahydro-isoquinoline
• CAS No.: 392662-77-0
• Molecular Formula: C₂₅H₂₇NO₃S
• Molecular Weight: 421.56

Synonyms:(R)-1-Benzyl-6,7-dimethoxy-2-((R)-toluene-4-sulfinyl)-1,2,3,4-tetrahydro-isoquinoline

Chemical Property of (R)-1-Benzyl-6,7-dimethoxy-2-((R)-toluene-4-sulfinyl)-1,2,3,4-tetrahydro-isoquinoline

Chemical Property:

Purity/Quality:

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Technology Process of (R)-1-Benzyl-6,7-dimethoxy-2-((R)-toluene-4-sulfinyl)-1,2,3,4-tetrahydro-isoquinoline

There total 3 articles about (R)-1-Benzyl-6,7-dimethoxy-2-((R)-toluene-4-sulfinyl)-1,2,3,4-tetrahydro-isoquinoline 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: 36.0%

phenylacetaldehyde (122-78-1) + (R)-N-p-tolylsulfinyl 2-(3,4-dimethoxy)phenylethylamine (392662-71-4) → (S)-1-Benzyl-6,7-dimethoxy-2-((R)-toluene-4-sulfinyl)-1,2,3,4-tetrahydro-isoquinoline + (R)-1-Benzyl-6,7-dimethoxy-2-((R)-toluene-4-sulfinyl)-1,2,3,4-tetrahydro-isoquinoline (392662-77-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; chloroform; at -78 ℃; for 1h;

DOI:10.1016/S0040-4039(01)01854-8

Reference yield:

(1R,2S,5R)-menthyl-(S)-p-toluenesulfinate (50444-99-0) → (R)-1-Benzyl-6,7-dimethoxy-2-((R)-toluene-4-sulfinyl)-1,2,3,4-tetrahydro-isoquinoline (392662-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / n-butyllithium / tetrahydrofuran; hexane / 1 h / 20 °C

2: 36 percent / BF₃*OEt₂ / CH₂Cl₂; CHCl₃ / 1 h / -78 °C

With n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; dichloromethane; chloroform; 2: Pictet-Spengler reaction;

DOI:10.1016/S0040-4039(01)01854-8

Reference yield:

2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7) → (R)-1-Benzyl-6,7-dimethoxy-2-((R)-toluene-4-sulfinyl)-1,2,3,4-tetrahydro-isoquinoline (392662-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / n-butyllithium / tetrahydrofuran; hexane / 1 h / 20 °C

2: 36 percent / BF₃*OEt₂ / CH₂Cl₂; CHCl₃ / 1 h / -78 °C

With n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; dichloromethane; chloroform; 2: Pictet-Spengler reaction;

DOI:10.1016/S0040-4039(01)01854-8

upstream raw materials:

phenylacetaldehyde

(R)-N-p-tolylsulfinyl 2-(3,4-dimethoxy)phenylethylamine

(1R,2S,5R)-menthyl-(S)-p-toluenesulfinate

2-(3,4-dimethoxyphenyl)-ethylamine

Downstream raw materials:

(1S)-1-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

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