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

Base Information

• Chemical Name: (S)-2-Amino-2-(3,4-dimethoxyphenyl)ethanol
• CAS No.: 114673-69-7
• Molecular Formula: C10H15NO3
• Molecular Weight: 197.23
• DSSTox Substance ID: DTXSID201273733
• Nikkaji Number: J1.656.911I
• Mol file: 114673-69-7.mol

Synonyms:(S)-2-Amino-2-(3,4-dimethoxyphenyl)ethanol;114673-69-7;(2S)-2-AMINO-2-(3,4-DIMETHOXYPHENYL)ETHAN-1-OL;(2S)-2-AMINO-2-(3,4-DIMETHOXYPHENYL)ETHANOL;SCHEMBL9330888;DTXSID201273733;MFCD09253690;AKOS006332328;AKOS015928664;BS-51799;(S)-beta-Amino-3,4-dimethoxybenzeneethanol;CS-0162074;(betaS)-beta-Amino-3,4-dimethoxybenzeneethanol;Y12058;EN300-1856095;(S)-2-AMINO-2-(3,4-DIMETHOXYPHENYL)ETHAN-1-OL

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

Chemical Property:

• PSA: 64.71000
• LogP: 1.39620
• Storage Temp.: 2-8°C(protect from light)
• 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:

99% ^*data from raw suppliers

(2S)-2-AMINO-2-(3,4-DIMETHOXYPHENYL)ETHAN-1-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 5 articles about (S)-2-Amino-2-(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: 80.0%

(2S)-(+)-3,4-dimethoxyphenylglycine (147383-98-0) → (2S)-(+)-2-amino-2-(3,4-dimethoxyphenyl)ethanol (114673-69-7,114673-68-6)

Guidance literature:

With lithium borohydride; chloro-trimethyl-silane; In tetrahydrofuran; at 0 - 20 ℃; for 25h;

DOI:10.1002/1099-0690(200111)2001:22<4343::AID-EJOC4343>3.0.CO;2-D

Reference yield:

[2S,1'S,2'S]-(+)-2-amino-2-(3,4-dimethoxyphenyl)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methylacetamide (250665-97-5) → (2S)-(+)-2-amino-2-(3,4-dimethoxyphenyl)ethanol (114673-69-7,114673-68-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / H₂SO₄; H₂O / dioxane / 6 h / Heating

2: 80 percent / LiBH₄; TMSCl / tetrahydrofuran / 25 h / 0 - 20 °C

With lithium borohydride; chloro-trimethyl-silane; sulfuric acid; water; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1002/1099-0690(200111)2001:22<4343::AID-EJOC4343>3.0.CO;2-D

Reference yield:

(+)-<1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-2-(3,4-dimethoxyphenyl)-N-methylacetamide (234089-44-2) → (2S)-(+)-2-amino-2-(3,4-dimethoxyphenyl)ethanol (114673-69-7,114673-68-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: nBuLi; iPr₂NH / tetrahydrofuran; hexane / 1.33 h / -78 - 20 °C

1.2: 89 percent / tetrahydrofuran; hexane / 1 h / -105 °C

2.1: trifluoroacetic acid / CH₂Cl₂ / 0.5 h / 20 °C

2.2: 78 percent / H₂ / Ni/Raney / CH₂Cl₂ / 48 h / 7757.22 Torr

3.1: 86 percent / H₂SO₄; H₂O / dioxane / 6 h / Heating

4.1: 80 percent / LiBH₄; TMSCl / tetrahydrofuran / 25 h / 0 - 20 °C

With lithium borohydride; n-butyllithium; chloro-trimethyl-silane; sulfuric acid; water; diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane;

DOI:10.1002/1099-0690(200111)2001:22<4343::AID-EJOC4343>3.0.CO;2-D

upstream raw materials:

(2S)-(+)-3,4-dimethoxyphenylglycine

(+)-<1'S,2'S>-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-2-(3,4-dimethoxyphenyl)-N-methylacetamide

[2S,1'S,2'S]-(+)-2-amino-2-(3,4-dimethoxyphenyl)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methylacetamide

[2S,1'S,2'S]-(+)-2-(3,4-dimethoxyphenyl)-2-[N,N'-bis(1,1-dimethylethoxycarbonyl)hydrazino]-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-N-methylacetamide

Downstream raw materials:

(2S)-(-)-2-[(E)-2,3-dimethoxybenzylideneamino]-2-(3,4-dimethoxyphenyl)ethanol

(2S)-(+)-2-(2,3-dimethoxybenzyl)amino-2-(3,4-dimethoxyphenyl)ethanol

(2S)-(+)-2-(2,3-dimethoxybenzyl)-N-methylamino-2-(3,4-dimethoxyphenyl)ethanol

(3S,4S)-(+)-7,8-dimethoxy-3-(3,4-dimethoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-ol