(1S)-2-Amino-1-(4-methylphenyl)ethan-1-ol

Base Information

• Chemical Name: (1S)-2-Amino-1-(4-methylphenyl)ethan-1-ol
• CAS No.: 149403-05-4
• Molecular Formula: C9H13 N O
• Molecular Weight: 151.21
• DSSTox Substance ID: DTXSID70498117
• Nikkaji Number: J1.719.302C
• Wikidata: Q82347974
• Mol file: 149403-05-4.mol

Synonyms:149403-05-4;(1S)-2-Amino-1-(4-methylphenyl)ethan-1-ol;(1S)-2-AMINO-1-(4-METHYLPHENYL)ETHANOL;BENZENEMETHANOL, A-(AMINOMETHYL)-4-METHYL-, (S)-;(S)-(Aminomethyl)-4-methyl-benzenemethanol;SCHEMBL6675367;DTXSID70498117;AKOS017516186;(S)-2-amino-1-(p-tolyl)ethan-1-ol;CS-0003882;EN300-182522

Chemical Property of (1S)-2-Amino-1-(4-methylphenyl)ethan-1-ol

Chemical Property:

• Vapor Pressure: 0.000484mmHg at 25°C
• Boiling Point: 300.9°C at 760 mmHg
• Flash Point: 135.8°C
• PSA: 46.25000
• Density: 1.076g/cm³
• LogP: 1.68740
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 151.099714038
• Heavy Atom Count: 11
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

(S)-ALPHA-(AMINOMETHYL)-4-METHYL-BENZENEMETHANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(CN)O
• Isomeric SMILES: CC1=CC=C(C=C1)[C@@H](CN)O

Technology Process of (1S)-2-Amino-1-(4-methylphenyl)ethan-1-ol

There total 16 articles about (1S)-2-Amino-1-(4-methylphenyl)ethan-1-ol 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%

(S)-2-azido-1-(4-methylphenyl)ethanol (297765-46-9) → (S)-1-(4'-methylphenyl)-2-aminoethanol (149403-05-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 15h;

DOI:10.1016/S0957-4166(02)00322-1

Reference yield:

2-amino-4'-methylacetophenone hydrochloride (5467-70-9) → (S)-1-(4'-methylphenyl)-2-aminoethanol (149403-05-4) + (R)-1-(4'-methylphenyl)-2-aminoethanol (97642-98-3)

Guidance literature:

With hydrogen; potassium carbonate; [Rh(R,R,S,S-DuanPhos)(nbd)]SbF₆; In 2,2,2-trifluoroethanol; at 20 ℃; for 12h; under 7600.51 Torr; Title compound not separated from byproducts.;

DOI:10.1002/chem.200700594

Reference yield:

2-nitro-1-(p-tolyl)ethan-1-one (62968-73-4) → (S)-1-(4'-methylphenyl)-2-aminoethanol (149403-05-4)

Guidance literature:

Multi-step reaction with 2 steps

1: RuCl[(S,S)-N-(p-Ts)-1,2-diphenylethylenediamine](p-cymene); HCO₂H; Et₃N / dimethylformamide / 16 h / 30 °C

2: H₂ / Pd/C / methanol

With formic acid; RuCl(p-cymene)[N-(p-tosyl)-(1R,2R)-diphenylethylenediamine]; hydrogen; triethylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo011076w

upstream raw materials:

4-methylbenzoyl cyanide

Acetic acid (S)-2-acetylamino-1-p-tolyl-ethyl ester

(S)-2-azido-1-(4-methylphenyl)ethanol

2-amino-4'-methylacetophenone hydrochloride