(S)-2-Amino-1-(3,4-dimethoxyphenyl)ethanol

Base Information

• Chemical Name: (S)-2-Amino-1-(3,4-dimethoxyphenyl)ethanol
• CAS No.: 783297-84-7
• Molecular Formula: C10H15 N O3
• Molecular Weight: 197.231
• Hs Code.: 2922509090
• UNII: YP369NRU7K
• DSSTox Substance ID: DTXSID40512379
• Nikkaji Number: J63.364J
• Wikidata: Q82371586
• Mol file: 783297-84-7.mol

Synonyms:783297-84-7;Dme (psychedelic), (S)-;YP369NRU7K;UNII-YP369NRU7K;3,4-Dimethoxyphenylethanolamine, (S)-;3,4-Dimethoxy-beta-hydroxyphenethylamine, (S)-;(1S)-2-Amino-1-(3,4-dimethoxyphenyl)ethan-1-ol;(alphaS)-alpha-(Aminomethyl)-3,4-dimethoxybenzenemethanol;BENZENEMETHANOL, ALPHA-(AMINOMETHYL)-3,4-DIMETHOXY-, (ALPHAS)-;(S)-2-AMINO-1-(3,4-DIMETHOXYPHENYL)ETHANOL;SCHEMBL15921910;DTXSID40512379;AKOS017530140;EN300-1147367;(.ALPHA.S)-.ALPHA.-(AMINOMETHYL)-3,4-DIMETHOXYBENZENEMETHANOL;BENZENEMETHANOL, .ALPHA.-(AMINOMETHYL)-3,4-DIMETHOXY-, (.ALPHA.S)-

Chemical Property of (S)-2-Amino-1-(3,4-dimethoxyphenyl)ethanol

Chemical Property:

• PSA: 64.71000
• LogP: 1.39620
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 197.10519334
• Heavy Atom Count: 14
• Complexity: 165

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C(CN)O)OC
• Isomeric SMILES: COC1=C(C=C(C=C1)[C@@H](CN)O)OC

Technology Process of (S)-2-Amino-1-(3,4-dimethoxyphenyl)ethanol

There total 7 articles about (S)-2-Amino-1-(3,4-dimethoxyphenyl)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:

3,4-dimethoxy-benzaldehyde (120-14-9) → (S)-2-amino-1-(3,4-dimethoxyphenyl)ethanol (783297-84-7)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(II) choride dihydrate; C₁₅H₂₈N₂; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 h / -20 °C

2: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / 760.05 Torr

3: sodium hydroxide / water / pH 10

With copper(II) choride dihydrate; palladium 10% on activated carbon; C₁₅H₂₈N₂; hydrogen; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; water; 1: Henry reaction;

DOI:10.1021/jo102124d

Reference yield:

C2H4O2*C10H15NO3 (1262222-26-3) → (S)-2-amino-1-(3,4-dimethoxyphenyl)ethanol (783297-84-7)

Guidance literature:

With sodium hydroxide; In water; pH=10;

DOI:10.1021/jo102124d

Reference yield:

(S)-1-(3,4-dimethoxyphenyl)-2-nitroethanol → (S)-2-amino-1-(3,4-dimethoxyphenyl)ethanol (783297-84-7)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C / 760.05 Torr

2: sodium hydroxide / water / pH 10

With palladium 10% on activated carbon; hydrogen; sodium hydroxide; In methanol; water;

DOI:10.1021/jo102124d

upstream raw materials:

tetrahydrofuran

3,4-dimethoxy-L-mandelic acid-amide

C₂H₄O₂*C₁₀H₁₅NO₃

3,4-dimethoxy-benzaldehyde

Refernces

• 1、 Zhou, Yirong,Dong, Junfang,Zhang, Fanglin,Gong, Yuefa. "Synthesis of C 1-symmetric chiral secondary diamines and their applications in the asymmetric copper(II)-catalyzed Henry (Nitroaldol) reactions". experimental part. p. 588 - 600. Retrieved 2011/03/20.