(S)-(-)-N-(((S)-4,5,6-trimethoxyindan-1-yl)methyl)-1-phenethylamine

Base Information

• Chemical Name: (S)-(-)-N-(((S)-4,5,6-trimethoxyindan-1-yl)methyl)-1-phenethylamine
• CAS No.: 890309-56-5
• Molecular Formula: C₂₁H₂₇NO₃
• Molecular Weight: 341.45
• Mol file: 890309-56-5.mol

Synonyms:(S)-(-)-N-(((S)-4,5,6-trimethoxyindan-1-yl)methyl)-1-phenethylamine

Chemical Property of (S)-(-)-N-(((S)-4,5,6-trimethoxyindan-1-yl)methyl)-1-phenethylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(-)-N-(((S)-4,5,6-trimethoxyindan-1-yl)methyl)-1-phenethylamine

There total 6 articles about (S)-(-)-N-(((S)-4,5,6-trimethoxyindan-1-yl)methyl)-1-phenethylamine 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:

4,5,6-trimethoxy-3H-indene-1-carbonitrile (890309-52-1) → (S)-(-)-N-(((S)-4,5,6-trimethoxyindan-1-yl)methyl)-1-phenethylamine (890309-56-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: H₂ / Pd/C / ethanol / 0.33 h / 1034.3 Torr

2.1: 14.3 g / aq. KOH / methanol / 12 h / Heating

3.1: oxalyl chloride; DMF / ethyl acetate / 0.25 h

4.1: aq. NaOH / ethyl acetate / 0.02 h

5.1: BH₃*SMe₂ / tetrahydrofuran / 2 h / 20 °C

5.2: aq. HCl / methanol; tetrahydrofuran / 0.33 h / Heating

With potassium hydroxide; sodium hydroxide; oxalyl dichloride; dimethylsulfide borane complex; hydrogen; N,N-dimethyl-formamide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; ethyl acetate;

DOI:10.1021/jm060272y

Reference yield:

4,5,6-trimethoxy-1-indanone (16718-42-6) → (S)-(-)-N-(((S)-4,5,6-trimethoxyindan-1-yl)methyl)-1-phenethylamine (890309-56-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: ZnI₂ / CH₂Cl₂ / 5 h / Heating

1.2: 68 percent / Amberlyst-15 / benzene / 3 h / Heating

2.1: H₂ / Pd/C / ethanol / 0.33 h / 1034.3 Torr

3.1: 14.3 g / aq. KOH / methanol / 12 h / Heating

4.1: oxalyl chloride; DMF / ethyl acetate / 0.25 h

5.1: aq. NaOH / ethyl acetate / 0.02 h

6.1: BH₃*SMe₂ / tetrahydrofuran / 2 h / 20 °C

6.2: aq. HCl / methanol; tetrahydrofuran / 0.33 h / Heating

With potassium hydroxide; sodium hydroxide; oxalyl dichloride; dimethylsulfide borane complex; hydrogen; N,N-dimethyl-formamide; zinc(II) iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate;

DOI:10.1021/jm060272y

Reference yield:

(+/-)-4,5,6-trimethoxy-N-((S)-1-phenethyl)-2,3-dihydroindene-1-carboxamide (890309-54-3) → (S)-(-)-N-(((S)-4,5,6-trimethoxyindan-1-yl)methyl)-1-phenethylamine (890309-56-5) + (S)-(-)-N-(((R)-4,5,6-trimethoxyindan-1-yl)methyl)-1-phenethylamine hydrochloride

Guidance literature:

(+/-)-4,5,6-trimethoxy-N-((S)-1-phenethyl)-2,3-dihydroindene-1-carboxamide; With dimethylsulfide borane complex; In tetrahydrofuran; at 20 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; methanol; for 0.333333h; Heating;

DOI:10.1021/jm060272y

upstream raw materials:

(+/-)-4,5,6-trimethoxy-N-((S)-1-phenethyl)-2,3-dihydroindene-1-carboxamide

4,5,6-trimethoxy-3H-indene-1-carbonitrile

4,5,6-trimethoxyindan-1-carboxylic acid

4,5,6-trimethoxy-1-indanone

Downstream raw materials:

C-(4,5,6-trimethoxy-indan-1-yl)-methylamine