(r)-2-((Methoxycarbonyl)amino)-2-phenylacetic acid

Base Information

• Chemical Name: (r)-2-((Methoxycarbonyl)amino)-2-phenylacetic acid
• CAS No.: 50890-96-5
• Molecular Formula: C10H11NO4
• Molecular Weight: 209.202
• European Community (EC) Number: 694-843-7
• DSSTox Substance ID: DTXSID201234701
• Nikkaji Number: J191.769B
• Mol file: 50890-96-5.mol

Synonyms:50890-96-5;(r)-2-((methoxycarbonyl)amino)-2-phenylacetic acid;(R)-2-(methoxycarbonylamino)-2-phenylacetic acid;N-Methoxycarbonyl-D-phenylglycine;(2R)-2-(methoxycarbonylamino)-2-phenylacetic acid;(R)-2-[(Methoxycarbonyl)amino]-2-phenylacetic Acid;MFCD12796004;methoxycarbonyl-d-phenylglycine;SCHEMBL194384;(alphaR)-alpha-[(Methoxycarbonyl)amino]benzeneacetic acid;GOJLQSAREKTKPT-MRVPVSSYSA-N;DTXSID201234701;AMY25362;AKOS010384803;DS-8960;HY-W043423;PD197167;(R)-methoxycarbonylamino-phenyl-acetic acid;CS-0036426;M3293;W10821;A913554;(r)-2-((methoxycarbonyl)amino)-2-phenylaceticacid;Benzeneacetic acid, a-[(methoxycarbonyl)amino]-, (aR)-;(R)-2-((Methoxycarbonyl)amino)-2-phenylacetic acid (MeOCO-D-Phg-OH)

Chemical Property of (r)-2-((Methoxycarbonyl)amino)-2-phenylacetic acid

Chemical Property:

• Melting Point: 120 °C
• Boiling Point: 391.3±35.0 °C(Predicted)
• PKA: 3.96±0.10(Predicted)
• PSA: 75.63000
• Density: 1.283±0.06 g/cm3(Predicted)
• LogP: 1.55920
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 209.06880783
• Heavy Atom Count: 15
• Complexity: 236

Purity/Quality:

(R)-2-((Methoxycarbonyl)amino)-2-phenylaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (r)-2-((Methoxycarbonyl)amino)-2-phenylacetic acid

There total 12 articles about (r)-2-((Methoxycarbonyl)amino)-2-phenylacetic acid 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: 92.0%

(R)-phenylglycine (875-74-1) + methyl chloroformate (79-22-1) → (2R)-2-[(methoxycarbonyl)amino]-2-phenylacetic acid (50890-96-5)

Guidance literature:

With sodium hydroxide; In water; at 0 ℃; for 1.5h;

Reference yield: 87.0%

→ (2R)-2-[(methoxycarbonyl)amino]-2-phenylacetic acid (50890-96-5)

Guidance literature:

With sodium carbonate; sodium hydroxide; at 20 ℃; for 3.25h; Cooling with ice;

Reference yield:

(R)-tert-butyl 2-(methoxycarbonylamino)-2-phenylacetate (1007877-76-0) → (2R)-2-[(methoxycarbonyl)amino]-2-phenylacetic acid (50890-96-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 22.1h; Cooling with ice/water;

upstream raw materials:

(R)-tert-butyl 2-(methoxycarbonylamino)-2-phenylacetate

methyl N-benzylcarbamate

N-Benzyl-N-trimethylsilyl-carbamidsaeure-methylester

benzylamine

Downstream raw materials:

C₂₃H₂₃BrN₄O₃

C₄₆H₄₄N₈O₆

[(S)-1-((S)-2-{5-[4-(6-{(S)-2-[1-((R)-2-methoxycarbonylamino-2-phenylacetyl)-pyrrolidin-2-yl]-3H-benzoimidazol-5-yl}-thieno[3,2-b]-thiophen-3-yl)-phenyl]-1H-imidazol-2-yl}pyrrolidine-1-carbonyl)-2-methylpropyl]-carbamic acid methyl ester

[(S)-1-((S)-2-{6-[6-(4-{(S)-2-[1-((R)-2-methoxycarbonylamino-2-phenylacetyl)-pyrrolidin-2-yl]-3H-imidazol-4-yl}phenyl)-thieno[3,2-b]thiophen-3-yl]-1H-benzoimidazol-2-yl}-pyrrolidine-1-carbonyl)-2-methylpropyl]-carbamic acid methyl ester

Refernces

• 1、 Mousa, Mai H. A.,Ahmed, Nermin S.,Schwedtmann, Kai,Frakolaki, Efseveia,Vassilaki, Niki,Zoidis, Grigoris,Weigand, Jan J.,Abadi, Ashraf H.. "Design and synthesis of novel symmetric fluorene-2,7-diamine derivatives as potent hepatitis C virus inhibitors". . . Retrieved 2021/04/16.
• 2、 -. "Compounds for inhibiting HCV (hepatitis C virus), pharmaceutical composition and application of compounds or pharmaceutical composition". Paragraph 0090; 0091; 0092. . Retrieved 2019/02/04.