Benzeneacetic acid, alpha-amino-, ethyl ester, (alphaR)-

Base Information

• Chemical Name: Benzeneacetic acid, alpha-amino-, ethyl ester, (alphaR)-
• CAS No.: 39251-40-6
• Molecular Formula: C10H13 N O2
• Molecular Weight: 179.219
• Hs Code.: 2922499990
• UNII: 027N433L3U
• Nikkaji Number: J72.307J
• Wikidata: Q27231502
• Mol file: 39251-40-6.mol

Synonyms:39251-40-6;Ethyl D-phenylglycinate;ethyl (2R)-2-amino-2-phenylacetate;D-Phenylglycine ethyl ester;Benzeneacetic acid, alpha-amino-, ethyl ester, (alphaR)-;(R)-Phenylglycine ethyl ester;Ethyl phenylglycinate, D-;Ethyl R-(-)-phenylglycinate;Ethyl phenylglycinate, (-)-;UNII-027N433L3U;Benzeneacetic acid, a-amino-, ethyl ester, (aR)-;027N433L3U;alpha-Toluic acid, alpha-amino-, ethyl ester of L-;D-ethyl phenylglycinate;(R)-AMINO-PHENYL-ACETIC ACID ETHYL ESTER;SCHEMBL8129701;VWKGPFHYXWGWEI-SECBINFHSA-N;(R)-Ethyl2-amino-2-phenylacetate;(R)-Ethyl 2-amino-2-phenylacetate;AKOS015932624;(R)-aminophenylacetic acid ethyl ester;(R)-AMINO-PHENYL-ACETICACIDETHYLESTER;EN300-147486;Q27231502;BENZENEACETIC ACID, .ALPHA.-AMINO-, ETHYL ESTER, (.ALPHA.R)-

Chemical Property of Benzeneacetic acid, alpha-amino-, ethyl ester, (alphaR)-

Chemical Property:

• PSA: 52.32000
• LogP: 1.94980
• 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:

99%min ^*data from raw suppliers

(R)-ETHYL 2-AMINO-2-PHENYLACETATE 95.00% ^*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 Benzeneacetic acid, alpha-amino-, ethyl ester, (alphaR)-

There total 26 articles about Benzeneacetic acid, alpha-amino-, ethyl ester, (alphaR)- 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) + 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

Reference yield: 97.2%

phenylglyoxylic acid ethyl ester (1603-79-8) → ethyl 2-phenyl-2-aminoacetate (6097-58-1,6152-27-8,15962-49-9,39251-40-6)

Guidance literature:

With [pentamethylcyclopentadienyl*Ir(N-phenyl-2-pyridinecarboxamidate)Cl]; ammonium formate; In methanol; at 37 ℃; for 6h; chemoselective reaction;

DOI:10.1016/j.tetlet.2020.152196

upstream raw materials:

phenylglyoxylic acid ethyl ester

rac-Ala-OH

ethanol

phenylglycin

Downstream raw materials:

phenylglyoxylic acid ethyl ester

AlaOEt

[(N-benzyloxycarbonyl-glycyl)-amino]-phenyl-acetic acid ethyl ester

Phenylglycinol

Refernces

• 1、 Bhimapaka, China Raju,Kasagani, Veera Prasad,Kurma, Siva Hariprasad. "Stereospecific Synthesis of 3,4-Dihydro-2 H-naphtho-1,4-oxazin-2-ones by Unification of Benzoxepine-4-carboxylates with Chiral Amino Acid Ethyl Esters". supporting information. p. 2976 - 2983. Retrieved 2020/03/23.
• 2、 San, Htet Htet,Wang, Chun-Ying,Zeng, Hai-Peng,Fu, Shi-Tao,Tang, Xiang-Ying,Jiang, Min. "Boron-Catalyzed Azide Insertion of α-Aryl α-Diazoesters". . p. 4478 - 4485. Retrieved 2019/05/01.