N-Phenylglycine hydrochloride

Base Information

• Chemical Name: N-Phenylglycine hydrochloride
• CAS No.: 25705-52-6
• Molecular Formula: C8H9 N O2 . Cl H
• Molecular Weight: 187.626
• Hs Code.: 2922499990
• European Community (EC) Number: 276-083-4,260-329-2
• DSSTox Substance ID: DTXSID00948579
• Mol file: 25705-52-6.mol

Synonyms:phenylglycine chloride;phenylglycine chloride hydrochloride, (R)-isomer;phenylglycine chloride hydrochloride, (S)-isomer;phenylglycine chloride hydrochloride, carbonyl-(14)C-labeled cpd, (R)-isomer;phenylglycine hydrochloride;phenylglycine hydrochloride, (+,-)-isomer

Chemical Property of N-Phenylglycine hydrochloride

Chemical Property:

• Vapor Pressure: 8.86E-06mmHg at 25°C
• Boiling Point: 288.7°Cat760mmHg
• Flash Point: 128.4°C
• PSA: 49.33000
• Density: g/cm³
• LogP: 2.05810
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 187.0400063
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

98%min ^*data from raw suppliers

(R)-2-Amino-2-phenylaceticacidhydrochloride 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NCC(=O)O.Cl

Technology Process of N-Phenylglycine hydrochloride

There total 37 articles about N-Phenylglycine hydrochloride 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:

(2R,αR)-2-phenyl-2-(N-benzyl-N-α-methylbenzylamino)ethanoic acid (393588-13-1) → (S)-α-amino-α-phenylacetic acid hydrochloride (38329-34-9) + (R)-phenylglycine hydrochloride (25705-52-6)

Guidance literature:

(2R,αR)-2-phenyl-2-(N-benzyl-N-α-methylbenzylamino)ethanoic acid; With formic acid; palladium on activated charcoal; In methanol; at 40 ℃; for 2h;

With hydrogenchloride; Title compound not separated from byproducts;

DOI:10.1055/s-2001-17449

Reference yield:

(R)-α-(N,N-dibenzylamino)-α-phenylacetic acid (226388-27-8) → (S)-α-amino-α-phenylacetic acid hydrochloride (38329-34-9) + (R)-phenylglycine hydrochloride (25705-52-6)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; for 1h; under 760 Torr; Yield given; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0957-4166(99)00018-X

Reference yield:

(2R,3R,αR)-2-hydroxy-3-(N-benzyl-N-α-methylbenzylamino)-3-phenylpropanol (393588-04-0) → (S)-α-amino-α-phenylacetic acid hydrochloride (38329-34-9) + (R)-phenylglycine hydrochloride (25705-52-6)

Guidance literature:

(2R,3R,αR)-2-hydroxy-3-(N-benzyl-N-α-methylbenzylamino)-3-phenylpropanol; With periodic acid; In dichloromethane; at 0 ℃; for 0.5h;

With sodium chlorite; cyclohexene; In methanol; at 0 ℃; for 4h;

With formic acid; palladium on activated charcoal; In methanol; at 40 ℃; for 2h;

DOI:10.1016/S0957-4166(02)00406-8

upstream raw materials:

(S)-2-azido-2-phenylacetic acid

(3R,5S,6R)-2,3,5,6-Tetrahydro-3,5,6-triphenyl-1,4-oxazin-2-one

2,2-Dimethyl-propionic acid (2R,3R,4S,5S,6R)-2-({(R)-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenylcarbamoyl]-phenyl-methyl}-formyl-amino)-4,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-3-yl ester

(R)-α-(N,N-dibenzylamino)-α-phenylacetic acid

Downstream raw materials:

Boc-D-Phg-OH

cefalexin

(R)-2-(3-cyclopentylureido)-2-phenylacetic acid

(R)-tert-butyl 2-(3-cyclopentylureido)-2-phenylacetate

Refernces

• 1、 Banphavichit, Vorawit,Mansawat, Woraluk,Bhanthumnavin, Worawan,Vilaivan, Tirayut. "A practical synthesis of optically active arylglycines via catalytic asymmetric Strecker reaction". experimental part. p. 5849 - 5854. Retrieved 2009/12/01.
• 2、 Davies, Stephen G.,Epstein, Simon W.,Garner,Ichihara, Osamu,Smith, Andrew D.. "Asymmetric synthesis of α-amino carbonyl derivatives using lithium (R)-N-benzyl-N-α-methylbenzylamide". . p. 1555 - 1565. Retrieved 2007/10/03.