Isoquinoline, 1,2,3,4-tetrahydro-4-phenyl-, (4S)-

Base Information

• Chemical Name: Isoquinoline, 1,2,3,4-tetrahydro-4-phenyl-, (4S)-
• CAS No.: 153218-97-4
• Molecular Formula: C15H15N
• Molecular Weight: 209.291
• Mol file: 153218-97-4.mol

Synonyms:

Chemical Property of Isoquinoline, 1,2,3,4-tetrahydro-4-phenyl-, (4S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Isoquinoline, 1,2,3,4-tetrahydro-4-phenyl-, (4S)-

There total 22 articles about Isoquinoline, 1,2,3,4-tetrahydro-4-phenyl-, (4S)- 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: 65.0%

(4S*)-N-[(R)-2-hydroxy-1-phenylethyl]-4-phenyl-1,2,3,4-tetrahydroisoquinoline (290347-00-1) → (4S)-(-)-4-phenyl-1,2,3,4-tetrahydroisoquinoline (153218-97-4)

Guidance literature:

With hydrogenchloride; hydrogen; palladium dihydroxide; In methanol; for 12h;

DOI:10.1021/ol0057939

Reference yield:

nitrostyrene (5153-67-3) → (4S)-(-)-4-phenyl-1,2,3,4-tetrahydroisoquinoline (153218-97-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-BuLi; Me₂N-[(S)-CHPh]-[(S)-CHPh]-O-(2-OMe)C₆H₄ / toluene; hexane / 0.5 h / -78 °C

1.2: toluene; hexane / 0.5 h / -95 °C

2.1: aq. HCl / methanol; tetrahydrofuran / 12 h / 20 °C

3.1: H₂ / Raney-Ni / ethanol / 1 h / 20 °C / 60800 Torr

4.1: aq. HCl / dioxane / 1 h / Heating

5.1: K₂CO₃ / 2-methyl-propan-2-ol / 0.5 h / Heating

With hydrogenchloride; n-butyllithium; hydrogen; potassium carbonate; (1S,2S)-1-dimethylamino-2-(2-methoxyphenoxy)-1,2-diphenylethane; nickel; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; toluene; tert-butyl alcohol;

DOI:10.1021/ja031760n

Reference yield:

(((2-bromobenzyl)oxy)methanetriyl)tribenzene (132814-55-2) → (4S)-(-)-4-phenyl-1,2,3,4-tetrahydroisoquinoline (153218-97-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-BuLi; Me₂N-[(S)-CHPh]-[(S)-CHPh]-O-(2-OMe)C₆H₄ / toluene; hexane / 0.5 h / -78 °C

1.2: toluene; hexane / 0.5 h / -95 °C

2.1: aq. HCl / methanol; tetrahydrofuran / 12 h / 20 °C

3.1: H₂ / Raney-Ni / ethanol / 1 h / 20 °C / 60800 Torr

4.1: aq. HCl / dioxane / 1 h / Heating

5.1: K₂CO₃ / 2-methyl-propan-2-ol / 0.5 h / Heating

With hydrogenchloride; n-butyllithium; hydrogen; potassium carbonate; (1S,2S)-1-dimethylamino-2-(2-methoxyphenoxy)-1,2-diphenylethane; nickel; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; hexane; toluene; tert-butyl alcohol;

DOI:10.1021/ja031760n

upstream raw materials:

4-phenyl-1,2,3,4-tetrahydroisoquinoline

(4S*)-N-[(R)-2-hydroxy-1-phenylethyl]-4-phenyl-1,2,3,4-tetrahydroisoquinoline

4-phenyl-3,4-dihydro-isoquinoline

2-(5,9-diethyl-5,9-dihydro-6,8-dioxa-benzocyclohepten-7-yl)-benzaldehyde

Downstream raw materials:

(4S*)-N-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline