(S)-1-(2-Hydroxyphenyl)ethylamine

Base Information

• Chemical Name: (S)-1-(2-Hydroxyphenyl)ethylamine
• CAS No.: 133511-37-2
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 2922299090
• Mol file: 133511-37-2.mol

Synonyms:(S)-1-(2-Hydroxyphenyl)ethylamine;

Chemical Property of (S)-1-(2-Hydroxyphenyl)ethylamine

Chemical Property:

• Vapor Pressure: 0.017mmHg at 25°C
• Refractive Index: 1.573
• Boiling Point: 246.289 °C at 760 mmHg
• PKA: 9.99±0.35(Predicted)
• Flash Point: 102.752 °C
• PSA: 46.25000
• Density: 1.097g/cm³
• LogP: 2.11220

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-(1-AMINO-ETHYL)-PHENOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-1-(2-Hydroxyphenyl)ethylamine

There total 9 articles about (S)-1-(2-Hydroxyphenyl)ethylamine 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: 96.0%

C8H11NO*C14H14O3 → 2-[(1S)-1-aminoethyl]phenol (133511-37-2)

Guidance literature:

With hydrogenchloride; In water;

DOI:10.1039/c4ra00414k

Reference yield: 95.0%

o-hydroxyacetophenone (118-93-4,104809-67-8) → 2-[(1S)-1-aminoethyl]phenol (133511-37-2)

Guidance literature:

With titanium(IV) isopropylate; Ru[(S)-SegPhos](OAc)₂; ammonium acetate; hydrogen; In methanol; at 80 ℃; for 24h; under 38002.6 Torr; enantioselective reaction; Autoclave;

DOI:10.1002/anie.201915459

Reference yield: 94.0%

2-(1-iminoethyl)phenol (21895-22-7) → 2-[(1S)-1-aminoethyl]phenol (133511-37-2)

Guidance literature:

With (S)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; di-tert-butyl 1,4-dihydro-2,6-dimethyl-3,5-pyridine-dicarboxylate; In benzene; at 50 ℃; for 72h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol102043x

upstream raw materials:

(1S)-1-[2-(methoxymethoxy)phenyl]ethanamine

2-(methoxymethoxy)benzaldehyde O-[(2R)-2-hydroxy-2-phenylethyl]oxime

(1R)-2-[({(1S)-1-[2-(methoxymethoxy)phenyl]ethyl}amino)oxy]-1-phenylethanol

2-(methoxymethoxy)benzaldehyde

Downstream raw materials:

1-[(S)-1-(2-Hydroxy-phenyl)-ethyl]-pyrrolidine-2,5-dione

(R)-1-[(S)-1-(2-Methoxy-phenyl)-ethyl]-5-(4-oxo-decyl)-pyrrolidin-2-one

1-{(R)-1-[(S)-1-(2-Methoxy-phenyl)-ethyl]-pyrrolidin-2-yl}-decan-4-one

(S)-1-[(S)-1-(2-Methoxy-phenyl)-ethyl]-5-((E)-4-oxo-dec-2-enyl)-pyrrolidin-2-one

Refernces

• 1、 Kodama, Koichi,Hayashi, Naoki,Fujita, Mikidai,Hirose, Takuji. "Direct enantioseparation of 1-(2-hydroxyphenyl) ethylamines via diastereomeric salt formation: Chiral recognition mechanism based on the crystal structure". . p. 25609 - 25615. Retrieved 2014/07/07.
• 2、 Nguyen, Thanh Binh,Bousserouel, Hadjira,Wang, Qian,Gueritte, Francoise. "Chiral phosphoric acid-catalyzed enantioselective transfer hydrogenation of ortho-hydroxyaryl alkyl N - H ketimines". supporting information; experimental part. p. 4705 - 4707. Retrieved 2010/12/24.