(2r)-2-Amino-2-phenylacetamide

Base Information

• Chemical Name: (2r)-2-Amino-2-phenylacetamide
• CAS No.: 6485-67-2
• Molecular Formula: C8H10N2O
• Molecular Weight: 150.18
• Hs Code.: 29242998
• European Community (EC) Number: 420-370-0,692-095-6
• UNII: 2NDY0KO51E
• DSSTox Substance ID: DTXSID30215140
• Nikkaji Number: J38.369D
• Wikidata: Q27255108
• Mol file: 6485-67-2.mol

Synonyms:6485-67-2;(R)-2-Amino-2-phenylacetamide;D(-)-PHENYLGLYCINAMIDE;(2r)-2-amino-2-phenylacetamide;d-phenylglycinamide;(2R)-2-amino-2-phenylethanamide;UNII-2NDY0KO51E;2NDY0KO51E;EC 420-370-0;d-phenylglycine amide;MFCD06799064;phenylglycineamide;D-(-)-Phenylglycine amide;SCHEMBL2332933;DTXSID30215140;d(-)-phenylglycinamide, AldrichCPR;Benzeneacetamide, a-amino-, (aR)-;AKOS016842344;CS-W019313;GS-3126;BP-12536;EN300-118904;O10163;A834906;Q27255108;[(1R)-2-amino-2-oxo-1-phenyl-ethyl]ammonium

Chemical Property of (2r)-2-Amino-2-phenylacetamide

Chemical Property:

• Appearance/Colour: light yellow crystalline powder
• Vapor Pressure: 0.000272mmHg at 25°C
• Melting Point: 125-129 ºC
• Refractive Index: 1.6180 (estimate)
• Boiling Point: 322.8 °C at 760 mmHg
• PKA: 15.61±0.50(Predicted)
• Flash Point: 149 °C
• PSA: 69.11000
• Density: 1.1392 (rough estimate)
• LogP: 1.57230
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Aqueous Acid (Slightly, Heated), DMSO (Slightly), Methanol (Slightly), Water (Sl
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 150.079312947
• Heavy Atom Count: 11
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

L-Phenylglycine Amide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C(=O)N)N
• Isomeric SMILES: C1=CC=C(C=C1)[C@H](C(=O)N)N
• Uses: D-Phenylglycinamide is used in the synthesis of Boceprevir (B674500),an inhibitor of hepatitis C.

Technology Process of (2r)-2-Amino-2-phenylacetamide

There total 39 articles about (2r)-2-Amino-2-phenylacetamide 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: 99.0%

C23H20N2O → (R)-phenylglycine amide (700-63-0,6485-52-5,6485-67-2,58429-87-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 12h; under 760.051 Torr;

DOI:10.1021/acscatal.9b02739

Reference yield: 96.0%

D-phenylglycine methyl ester hydrochloride (19883-41-1,13226-98-7) → (R)-phenylglycine amide (700-63-0,6485-52-5,6485-67-2,58429-87-1)

Guidance literature:

With ammonia; water; In toluene;

DOI:10.1039/c2ob25472g

Reference yield: 95.1%

(R)-phenylglycine nitrile (45789-64-8) → (R)-phenylglycine amide (700-63-0,6485-52-5,6485-67-2,58429-87-1)

Guidance literature:

With sulfuric acid; In aq. phosphate buffer; at 5 ℃; for 22h; pH=7; Reagent/catalyst; Temperature; Time; pH-value; Catalytic behavior; Enzymatic reaction;

DOI:10.1021/op000055l

upstream raw materials:

Phenylglycinamid

(R)-Phenylglycine methyl ester

(RS)-phenylglycinamide hydrochloride

D-phenylglycine methyl ester hydrochloride

Downstream raw materials:

(R)-phenylglycine

D-(-)-cyclohexylglycine amide

(S)-2-phenylglycine

D-phenylglycyl-L-leucine

Refernces

• 1、 -. "COMPLEMENT MODULATORS AND RELATED METHODS". Paragraph 0422. . Retrieved 2020/10/20.
• 2、 Kawahara, Nobuhiro,Asano, Yasuhisa. "RETRACTED ARTICLE: Chemoenzymatic Method for Enantioselective Synthesis of (R)-2-Phenylglycine and (R)-2-Phenylglycine Amide from Benzaldehyde and KCN Using Difference of Enzyme Affinity to the Enantiomers". . p. 5014 - 5020. Retrieved 2018/10/20.