(R)-2-Amino-1-phenylethanol

Base Information

• Chemical Name: (R)-2-Amino-1-phenylethanol
• CAS No.: 2549-14-6
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 29062990
• European Community (EC) Number: 626-292-5
• DSSTox Substance ID: DTXSID90426230
• Nikkaji Number: J63.363A
• Wikidata: Q72501909
• Metabolomics Workbench ID: 125641
• ChEMBL ID: CHEMBL19363
• Mol file: 2549-14-6.mol

Synonyms:(R)-2-Amino-1-phenylethanol;2549-14-6;(R)-(-)-2-Amino-1-phenylethanol;(1R)-2-amino-1-phenylethanol;(R)-2-amino-1-phenylethan-1-ol;MFCD00239406;(1R)-2-amino-1-phenylethan-1-ol;CHEMBL19363;SCHEMBL147501;(R)-2-amino-1-phenyl-ethanol;DTXSID90426230;r-(-)-2-amino-1-phenylethanol;ULSIYEODSMZIPX-QMMMGPOBSA-N;(R,S)-2-Amino-1-phenyl-ethanol;FD1187;(R)-(-)-2-amino-1-phenyl-ethanol;(R)-1-PHENYL-2-AMINOETHANOL;AKOS005255216;(R)-alpha-(Aminomethyl)benzenemethanol;CS-W016520;AS-14340;LS-30619;(R)-(-)-alpha-(Aminomethyl)benzyl alcohol;(R)-(-)-2-Amino-1-phenylethanol, 97%;A5138;AM20060574;EN300-98347;J-200123

Chemical Property of (R)-2-Amino-1-phenylethanol

Chemical Property:

• Vapor Pressure: 0.00148mmHg at 25°C
• Melting Point: 59-65 °C(lit.)
• Refractive Index: 1.572
• Boiling Point: 283.5 °C at 760 mmHg
• PKA: 12.04±0.35(Predicted)
• Flash Point: 125.3 °C
• PSA: 46.25000
• Density: 1.104 g/cm³
• LogP: 1.37900
• Sensitive.: Air Sensitive
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 89.3

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-Amino-1-phenylethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

Useful:

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

Technology Process of (R)-2-Amino-1-phenylethanol

There total 85 articles about (R)-2-Amino-1-phenylethanol 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: 9.0%

2-Aminoacetophenone (613-89-8) → C16H20N2O2 + (S)-2-Amino-1-phenyl-1-ethanol (56613-81-1,1936-63-6) + (R)-2-Amino-1-phenylethanol (2549-14-6,1936-63-6)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; In N,N-dimethyl-formamide; isopropyl alcohol; Electrochemical reaction;

Reference yield:

2-aminoacetophenone hydrochloride (5468-37-1) → (S)-2-Amino-1-phenyl-1-ethanol (56613-81-1,1936-63-6) + (R)-2-Amino-1-phenylethanol (2549-14-6,1936-63-6)

Guidance literature:

With hydrogen; potassium carbonate; [Rh(R,R,S,S-DuanPhos)(nbd)]SbF₆; In 2,2,2-trifluoroethanol; at 20 ℃; for 12h; under 7500.75 Torr; Title compound not separated from byproducts.;

DOI:10.1002/chem.200700594

Reference yield:

2-Amino-1-phenylethanol (7568-93-6,1936-63-6) → (S)-2-Amino-1-phenyl-1-ethanol (56613-81-1,1936-63-6) + (R)-2-Amino-1-phenylethanol (2549-14-6,1936-63-6)

Guidance literature:

With chiral stationary phase including isopropyl-functionalized CF₆; In methanol; acetic acid; triethylamine; acetonitrile; at 20 ℃; Purification / work up;

upstream raw materials:

(2R)-mandelamide

2-Amino-1-phenylethanol

hydrogen cyanide

benzaldehyde

Downstream raw materials:

(+)-(2R,2'R,2''R)-triphenylethan-2-olamine

(5R)-5-phenyl-1,3-oxazolidin-2-one

(R)-(2-hydroxy-2-phenyl-ethyl)carbamic acid tert-butyl ester

C₁₃H₁₃BrN₂O

Refernces

• 1、 Qin, Le,Yi, Wenwen,Lian, Xiao-Yuan,Zhang, Zhizhen. "Bioactive alkaloids from the actinomycete Actinoalloteichus sp. ZZ1866". . p. 2686 - 2695. Retrieved 2020/10/02.
• 2、 Cho, Inha,Prier, Christopher K.,Jia, Zhi-Jun,Zhang, Ruijie K.,G?rbe, Tamás,Arnold, Frances H.. "Enantioselective Aminohydroxylation of Styrenyl Olefins Catalyzed by an Engineered Hemoprotein". supporting information. p. 3138 - 3142. Retrieved 2019/02/01.