(2S)-2-amino-2-phenylbutanoic acid

Base Information

• Chemical Name: (2S)-2-amino-2-phenylbutanoic acid
• CAS No.: 52247-77-5
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.22
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID40352015
• Nikkaji Number: J57.561E
• Mol file: 52247-77-5.mol

Synonyms:52247-77-5;(2S)-2-amino-2-phenylbutanoic acid;(S)-(+)-2-Amino-2-phenylbutyric acid;(S)-2-Amino-2-phenylbutanoic acid;SCHEMBL2089245;DTXSID40352015;(S)-2-Amino-2-phenylbutanoicacid;AKOS006272720;(S)-(+)-2-Amino-2-phenylbutyricacid

Chemical Property of (2S)-2-amino-2-phenylbutanoic acid

Chemical Property:

• Vapor Pressure: 0.000231mmHg at 25°C
• Refractive Index: 1.557
• Boiling Point: 312.1°C at 760 mmHg
• Flash Point: 142.5°C
• PSA: 63.32000
• Density: 1.16g/cm³
• LogP: 2.03550
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

99%, ^*data from raw suppliers

(2S)-2-AMINO-2-PHENYLBUTANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2S)-2-amino-2-phenylbutanoic acid

There total 7 articles about (2S)-2-amino-2-phenylbutanoic 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: 50.0%

rac-α-ethyl-phenylglycine (144095-19-2) → (S)-2‐amino‐2‐phenylbutyric acid (52247-77-5) + (R)-(+)-α-ethyl-phenylglycine amide

Guidance literature:

With amidase-containing Rhodococcus sp. AJ₂₇₀; nitrile hydratase; In phosphate buffer; at 30 ℃; for 48h; pH=7.0;

DOI:10.1002/adsc.200303219

Reference yield:

2-amino-2-phenylbutanoic acid (5438-07-3) → (R)-2‐amino‐2‐phenylbutyric acid (33875-38-6) + (S)-2‐amino‐2‐phenylbutyric acid (52247-77-5)

Guidance literature:

With chiral stationary phase including isopropyl-functionalized CF₆; In methanol; acetic acid; triethylamine; acetonitrile; at 20 ℃; Purification / work up;

Reference yield:

(2S,4S)-3-benzyloxycarbonyl-2,4-diphenyl-4-ethyl-1,3-oxazolidin-5-one → (R)-2‐amino‐2‐phenylbutyric acid (33875-38-6) + (S)-2‐amino‐2‐phenylbutyric acid (52247-77-5)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; under 760 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.3987/com-97-s83

upstream raw materials:

(S)-2-formylamino-2-phenyl-butyric acid

rac-α-ethyl-phenylglycine

(2S,4S)-3-benzyloxycarbonyl-2,4-diphenyl-1,3-oxazolidin-5-one

(+/-)-2-formylamino-2-phenyl-butyric acid

Downstream raw materials:

ethyl (S)-2-amino-2-phenylbutanoate

(+)-Nirvanol

(S)-2-ureido-2-phenyl-butyric acid

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR CYCLOFRUCTANS AS SEPARATION AGENTS". Page/Page column 45-49; 61. . Retrieved 2010/12/31.
• 2、 O'Donnell, Martin J.,Fang, Zhiqiang,Ma, Xiaojun,Huffman, John C.. "New methodology for the synthesis of α,α-dialkylamino acids using the "self-regeneration of stereocenters" Method: α-ethyl-α-phenylglycine". . p. 617 - 630. Retrieved 2007/10/03.