(S)-Ethyl 2-amino-2-phenylacetate

Base Information

• Chemical Name: (S)-Ethyl 2-amino-2-phenylacetate
• CAS No.: 15962-49-9
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Hs Code.: 2922499990
• UNII: MHO88N36HK
• DSSTox Substance ID: DTXSID80166698
• Nikkaji Number: J72.306A
• Wikidata: Q27284038
• Mol file: 15962-49-9.mol

Synonyms:15962-49-9;(S)-ETHYL 2-AMINO-2-PHENYLACETATE;Ethyl phenylglycinate, L-;ethyl (2S)-2-amino-2-phenylacetate;L-Phenylglycine ethyl ester;Ethyl phenylglycinate, (+)-;UNII-MHO88N36HK;MHO88N36HK;Ethyl (2S)-2-amino-2-(phenyl)ethanoate;Benzeneacetic acid, alpha-amino-, ethyl ester, (alphaS)-;(S)-ALPHA-AMINOBENZENEACETIC ACID ETHYL ESTER;L-Phenylglycine ethyl;L-ethyl phenylglycinate;d-(-)-alpha-phenylglycine ethyl ester;SCHEMBL340846;DTXSID80166698;AKOS006302901;AKOS015932625;(S)-ETHYL2-AMINO-2-PHENYLACETATE;EN300-840369;Q27284038;BENZENEACETIC ACID, .ALPHA.-AMINO-, ETHYL ESTER, (.ALPHA.S)-

Chemical Property of (S)-Ethyl 2-amino-2-phenylacetate

Chemical Property:

• Boiling Point: 257.0±20.0 °C(Predicted)
• PKA: 6.83±0.10(Predicted)
• PSA: 52.32000
• Density: 1.098±0.06 g/cm3(Predicted)
• LogP: 1.94980
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

95+% ^*data from raw suppliers

(S)-ethyl2-amino-2-phenylacetate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-Ethyl 2-amino-2-phenylacetate

There total 22 articles about (S)-Ethyl 2-amino-2-phenylacetate 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%

ethanol (64-17-5) + (S)-2-phenylglycine (2935-35-5) → (S)-phenylglycine ethyl ester (15962-49-9)

Guidance literature:

With thionyl chloride;

DOI:10.1016/j.mencom.2013.03.013

Reference yield: 100.0%

ethanol (64-17-5) + phenylglycin (2835-06-5) → ethyl 2-phenyl-2-aminoacetate (6097-58-1,6152-27-8,15962-49-9,39251-40-6)

Guidance literature:

ethanol; phenylglycin; With thionyl chloride; Reflux;

With sodium hydrogencarbonate;

DOI:10.1016/j.tetasy.2010.02.011

Reference yield: 99.0%

phenylglycin (2835-06-5) → ethyl 2-phenyl-2-aminoacetate (6097-58-1,6152-27-8,15962-49-9,39251-40-6)

Guidance literature:

With thionyl chloride; In ethanol; at 0 - 90 ℃; for 5h;

DOI:10.1002/chem.201802465

upstream raw materials:

phenylglyoxylic acid ethyl ester

rac-Ala-OH

ethanol

phenylglycin

Downstream raw materials:

phenylglyoxylic acid ethyl ester

AlaOEt

(ethoxycarbonyl-phenyl-methyl)-thiocarbamic acid S-phenyl ester

N-<(ethoxycarbonyl)phenylmethyl>-α-methoxy-α-(trifluoromethyl)phenylacetamide

Refernces

• 1、 Zhang, Chunhong,Wang, Hailun,Geng, Qianqian,Yang, Taotao,Liu, Lijia,Sakai, Ryosuke,Satoh, Toshifumi,Kakuchi, Toyoji,Okamoto, Yoshio. "Synthesis of helical poly(phenylacetylene)s with amide linkage bearing l -phenylalanine and l -phenylglycine ethyl ester pendants and their applications as chiral stationary phases for HPLC". . p. 8406 - 8415. Retrieved 2013.
• 2、 Nguyen, Dat P.,Sladek, Rudolph N.,Do, Loi H.. "Scope and limitations of reductive amination catalyzed by half-sandwich iridium complexes under mild reaction conditions". supporting information. . Retrieved 2020/07/15.
• 3、 Wang, Jiahua,Dai, Zonghao,Xiong, Cheng,Zhu, Jin,Lu, Jinrong,Zhou, Qingfa. "Palladium-Catalyzed Allylic Alkylation of Aldimine Esters with Vinyl-Cyclopropanes to Yield α,α-Disubstituted α-Amino Acid Derivatives". supporting information. p. 5105 - 5111. Retrieved 2019/11/11.