(R)-(-)-1-(3,4-dimethoxyphenyl)-2-(isopropylamino)ethanol

Base Information

• Chemical Name: (R)-(-)-1-(3,4-dimethoxyphenyl)-2-(isopropylamino)ethanol
• CAS No.: 217813-70-2
• Molecular Formula: C₁₃H₂₁NO₃
• Molecular Weight: 239.315
• Mol file: 217813-70-2.mol

Synonyms:(R)-(-)-1-(3,4-dimethoxyphenyl)-2-(isopropylamino)ethanol

Chemical Property of (R)-(-)-1-(3,4-dimethoxyphenyl)-2-(isopropylamino)ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-(-)-1-(3,4-dimethoxyphenyl)-2-(isopropylamino)ethanol

There total 8 articles about (R)-(-)-1-(3,4-dimethoxyphenyl)-2-(isopropylamino)ethanol 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: 95.0%

(R)-(-)-2-amino-1-(3,4-dimethoxyphenyl)ethanol (61693-05-8) + acetone (67-64-1) → (R)-(-)-1-(3,4-dimethoxyphenyl)-2-(isopropylamino)ethanol (217813-70-2)

Guidance literature:

(R)-(-)-2-amino-1-(3,4-dimethoxyphenyl)ethanol; acetone; In ethanol; at 25 ℃; for 1h;

With sodium tetrahydroborate; In ethanol; at 25 ℃; for 1h;

DOI:10.1039/c8nj01745j

Reference yield:

3,4-dimethoxystyrene (6380-23-0) → (R)-(-)-1-(3,4-dimethoxyphenyl)-2-(isopropylamino)ethanol (217813-70-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / potassium ferricyanide; potassium carbonate; osmium tetroxide / (DHQD)2PHAL / H₂O; 2-methyl-propan-2-ol; toluene / 24 h / 0 °C

2: 95 percent / dibutyltin oxide; triethylamine / CH₂Cl₂ / 0.75 h / 20 °C

3: 95 percent / sodium iodide / acetone / 6 h / Heating

4: 7 h / 80 °C

With osmium(VIII) oxide; di(n-butyl)tin oxide; potassium carbonate; triethylamine; sodium iodide; potassium hexacyanoferrate(III); 1,4-bis(9-O-dihydroquinidine)phthalazine; In dichloromethane; water; acetone; toluene; tert-butyl alcohol; 1: Sharpless asymmetric dihydroxylation;

DOI:10.1016/j.tetasy.2004.11.005

Reference yield:

(R)-2-hydroxy-1-(3,4-dimethoxyphenyl)ethanol (326491-79-6) → (R)-(-)-1-(3,4-dimethoxyphenyl)-2-(isopropylamino)ethanol (217813-70-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / dibutyltin oxide; triethylamine / CH₂Cl₂ / 0.75 h / 20 °C

2: 95 percent / sodium iodide / acetone / 6 h / Heating

3: 7 h / 80 °C

With di(n-butyl)tin oxide; triethylamine; sodium iodide; In dichloromethane; acetone;

DOI:10.1016/j.tetasy.2004.11.005

upstream raw materials:

isopropylamine

(R)-1-(3,4-dimethoxyphenyl)-2-iodo-ethanol

3,4-dimethoxystyrene

(R)-2-hydroxy-1-(3,4-dimethoxyphenyl)ethanol

Downstream raw materials:

isoprenaline

Refernces

• 1、 Halder, Mita,Bhanja, Piyali,Islam, Md. Mominul,Bhaumik, Asim,Islam, Sk. Manirul. "Chiral copper-salen complex grafted over functionalized mesoporous silica as an efficient catalyst for asymmetric Henry reactions and synthesis of the potent drug (R)-isoproterenol". supporting information. p. 11896 - 11904. Retrieved 2018/07/22.
• 2、 Kumar, Pradeep,Upadhyay, Rajesh Kumar,Pandey, Rajesh Kumar. "Asymmetric dihydroxylation route to (R)-isoprenaline, (R)-norfluoxetine and (R)-fluoxetine". . p. 3955 - 3959. Retrieved 2007/10/03.