D-Plenylglycinol

Base Information

• Chemical Name: D-Plenylglycinol
• CAS No.: 56613-80-0
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 29221980
• European Community (EC) Number: 260-287-5
• UNII: ZKT57P3QLR
• DSSTox Substance ID: DTXSID10205180
• Wikidata: Q72501159
• ChEMBL ID: CHEMBL1907936
• Mol file: 56613-80-0.mol

Synonyms:Benzeneethanol,b-amino-, (R)-;(-)-(R)-b-Aminobenzeneethanol;(-)-2-Amino-2-phenylethanol;(-)-Phenylglycinol;(2R)-2-Amino-2-phenylethanol;(R)-(-)-2-Amino-2-phenylethanol;(R)-(-)-2-Phenyl-2-aminoethanol;(R)-(-)-2-Phenylglycinol;(R)-(-)-Phenylglycinol;(R)-2-Amino-2-phenylethanol;(R)-2-Phenylglycinol;(R)-Phenylglycinol;(R)-a-Phenylglycinol;(bR)-b-Aminobenzeneethanol;D-(-)-2-Amino-2-phenylethanol;D-(-)-a-Phenylglycinol;D-a-Phenylglycinol;R-(-)-a-Phenylglycinol;[(R)-2-Hydroxy-1-phenylethyl]amine;R(-)-2-Phenylglycinol;D-Phg-ol;

Chemical Property of D-Plenylglycinol

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00601mmHg at 25°C
• Melting Point: 76-79 °C
• Refractive Index: -29.5 ° (C=1, EtOH)
• Boiling Point: 261 °C at 760 mmHg
• PKA: 12.51±0.10(Predicted)
• Flash Point: 125.3 °C
• PSA: 46.25000
• Density: 1.104 g/cm³
• LogP: 1.37900
• Storage Temp.: Store at 0-5°C
• Sensitive.: Air Sensitive
• Solubility.: Aqueous Acid (Slightly, Sonicated), Chloroform (Sparingly, Heated), Methanol (Slightly)
• Water Solubility.: Slightly soluble in water.
• 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

D-Phenylglycinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, T
• Hazard Codes: C,T
• Statements: 34-36/37/38-23/24/25
• Safety Statements: 22-24/25-45-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(CO)N
• Isomeric SMILES: C1=CC=C(C=C1)[C@H](CO)N
• Uses: As a chiral arylalkylamine used as organocatalysts, D-Plenylglycinol can be used in the synthesis and chiral recognition properties of novel fluorescent chemosensors for amino acid. A chiral arylalkylamine used as organocatalysts. Used in the synthesis and chiral recognition properties of novel fluorescent chemosensors for amino acid.

Technology Process of D-Plenylglycinol

There total 123 articles about D-Plenylglycinol 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%

N-[(1R)-2-hydroxy-1-phenylethyl]-N-[(1S)-1-(tributylstannyl)but-3-en-1-yl]benzenesulfonamide (1175712-18-1,1175712-19-2) → D-2-phenylglycinol (56613-80-0) + bis(tri-n-butyltin) (813-19-4)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; In acetonitrile; Inert atmosphere; Electrolysis;

DOI:10.1021/ol300003f

Reference yield: 92.0%

(R)-2-azido-2-phenylethan-1-ol (126923-26-0) → D-2-phenylglycinol (56613-80-0)

Guidance literature:

With water; triphenylphosphine; In tetrahydrofuran; at 70 ℃;

DOI:10.1016/j.tetasy.2015.12.002

Reference yield: 89.0%

N-[(1R)-2-hydroxy-1-phenylethyl]acetamide (78761-26-9) → D-2-phenylglycinol (56613-80-0)

Guidance literature:

N-[(1R)-2-hydroxy-1-phenylethyl]acetamide; With Schwartz's reagent; In tetrahydrofuran; at 20 ℃; for 0.0666667h; Inert atmosphere;

With water; In tetrahydrofuran; Inert atmosphere;

DOI:10.1039/c3ob41971a

upstream raw materials:

styrene oxide

α-hydroxyacetophenone oxime

N-(2-chloro-1-phenylethyl)acetamide

ethyl 2-phenyl-2-aminoacetate

Downstream raw materials:

D-(-)-O,N-Diacetyl-α-phenylglycinol

(+/-)-1-acetylamino-2-acetoxy-1-phenyl-ethane

N-(2-hydroxy-1-phenylethyl)benzamide

2-(4-methylpiperazine-1-yl)-2-phenylethanol

Refernces

• 1、 An, Yunfei,Fan, Haiyan,Han, Jun,Liu, Wenxia,Liu, Yating,Sun, Bin,Sun, Zhuang. "Construction and activity evaluation of novel dual-target (SE/CYP51) anti-fungal agents containing amide naphthyl structure". . . Retrieved 2021/11/16.
• 2、 Sekar, Balaji Sundara,Mao, Jiwei,Lukito, Benedict Ryan,Wang, Zilong,Li, Zhi. "Bioproduction of Enantiopure (R)- and (S)-2-Phenylglycinols from Styrenes and Renewable Feedstocks". supporting information. p. 1892 - 1903. Retrieved 2020/12/22.