(S)-(-)-2-Phenylglycinol

Base Information

• Chemical Name: (S)-(-)-2-Phenylglycinol
• CAS No.: 56613-81-1
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 29221990
• Mol file: 56613-81-1.mol

Synonyms:Benzenemethanol,α-(aminomethyl)-, (S)-;(+)-(1S)-2-Amino-1-phenylethanol;(+)-2-Amino-1-phenylethanol;(+)-Phenylethanolamine;(+)-α-(Aminomethyl)benzenemethanol;(S)-(+)-2-Amino-1-phenylethanol;(S)-(+)-α-Phenylglycinol;(S)-1-Amino-2-phenyl-2-ethanol;(S)-2-Amino-1-phenylethanol;(S)-α-Phenylglycinol;(aS)-α-(Aminomethyl)benzenemethanol;[(S)-2-Hydroxy-2-phenylethyl]amine;

Chemical Property of (S)-(-)-2-Phenylglycinol

Chemical Property:

• Appearance/Colour: slightly yellow powder
• Melting Point: 57-59°C
• 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
• Solubility.: Soluble in methanol.

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-(+)-2-Amino-1-phenylethanol is used as an intermediate in organic synthesis. It is involved in the preparation of enantiopure (R)-octopamine, (R)-tembamide and (R)-aegeline.

Technology Process of (S)-(-)-2-Phenylglycinol

There total 79 articles about (S)-(-)-2-Phenylglycinol 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: 100.0%

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

Guidance literature:

With hydrogen; triethylamine; (2S,4S)-BCPM-rhodium; In methanol; at 50 ℃; for 20h; under 15200 Torr;

DOI:10.1016/S0040-4039(00)95203-1

Reference yield: 99.0%

(S)-2-azido-1-phenylethanol (124817-06-7,18756-01-9) → (S)-2-Amino-1-phenyl-1-ethanol (56613-81-1,1936-63-6)

Guidance literature:

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

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

Reference yield: 92.0%

(S)-1-phenyl-2-nitroethanol (149495-00-1) → (S)-2-Amino-1-phenyl-1-ethanol (56613-81-1,1936-63-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 24h; under 760.051 Torr;

DOI:10.1039/b904254g

upstream raw materials:

ethyl (R)-3-hydroxy-3-phenylbutanoate

2-Amino-1-phenylethanol

benzoyl cyanide

(2R)-N-ethoxycarbonyl-2-phenyl-2-hydroxyethylamine

Downstream raw materials:

(S)-5-phenyl-2-oxazolidineselone

(2R,3R,4S,5R)-2-[6-Amino-2-((S)-2-hydroxy-2-phenyl-ethylamino)-purin-9-yl]-5-hydroxymethyl-tetrahydro-furan-3,4-diol

2-{[(Z)-(S)-2-Hydroxy-2-phenyl-ethylimino]-methyl}-phenol

(5S)-5-phenyl-1,3-oxazolidine-2-thione

Refernces

• 1、 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.
• 2、 Pinxterhuis, Erik B.,Gualtierotti, Jean-Baptiste,Heeres, Hero J.,De Vries, Johannes G.,Feringa, Ben L.. "Highly efficient enantioselective liquid-liquid extraction of 1,2-amino-alcohols using SPINOL based phosphoric acid hosts". . p. 6409 - 6418. Retrieved 2017/08/29.