(R)-2-Acetamidobutanoic acid

Base Information

• Chemical Name: (R)-2-Acetamidobutanoic acid
• CAS No.: 34271-27-7
• Molecular Formula: C6H11NO3
• Molecular Weight: 145.158
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID50482559
• Nikkaji Number: J57.519D
• Wikidata: Q72434017
• Mol file: 34271-27-7.mol

Synonyms:(R)-2-Acetamidobutanoic acid;34271-27-7;Acetyl-D-2-aminobutyric acid;(2R)-2-acetamidobutanoic acid;(R)-2-Acetamidobutanoicacid;Acetyl-D-alpha-aminobutyric acid;Ac-D-alpha-aminobutyric acid;Ac-D-2-Abu-OH, AldrichCPR;SCHEMBL12064252;DTXSID50482559;MFCD01862370;AKOS006278501;DS-18371;CS-0153928;(R)-2-Acetamidobutanoic acid (Ac-D-Abu-OH);EN300-315791

Chemical Property of (R)-2-Acetamidobutanoic acid

Chemical Property:

• Vapor Pressure: 1.97E-06mmHg at 25°C
• Refractive Index: 1.456
• Boiling Point: 368.2°C at 760 mmHg
• Flash Point: 176.5°C
• PSA: 66.40000
• Density: 1.129g/cm³
• LogP: 0.37660
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 145.07389321
• Heavy Atom Count: 10
• Complexity: 144

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-2-Acetamidobutanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (R)-2-Acetamidobutanoic acid

There total 6 articles about (R)-2-Acetamidobutanoic 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: 100.0%

(Z)-α-N-acetylamino-2-butenoic acid (65499-61-8) → (S)-N-Acetylaminobutyric acid (19146-51-1,7682-14-6) + (R)-2-acetylamino-butyric acid (34271-27-7,7682-14-6)

Guidance literature:

With hydrogen; (1S,2R,3R,4R)-(-)-2,3-bis(diphenylphosphane)bicyclo[2.2.1]hept-5-ene; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In methanol; for 14h; under 825.07 Torr; Product distribution; Ambient temperature; e.e. is studied in the presence of (+)-Prophos, (-)-CpMn(CO)2-diop too;

DOI:10.1016/S0022-328X(00)99521-4

Reference yield: 40.0%

2-(acetylamino)butanoic acid (7211-57-6,7682-14-6) → L-2-aminobutyric acid (1492-24-6) + (R)-2-acetylamino-butyric acid (34271-27-7,7682-14-6)

Guidance literature:

With potassium hydroxide; porcine kidney acylase I; pH 7.5-8.0;

DOI:10.1021/ja00198a055

Reference yield:

2-(N-Acetylamino-)-buttersaeureethylester (62973-41-5) → (S)-N-Acetylaminobutyric acid (19146-51-1,7682-14-6) + (R)-2-acetylamino-butyric acid (34271-27-7,7682-14-6) + D-2-acetylamino butanoic acid ethyl ester (105500-33-2)

Guidance literature:

at 35 ℃; for 48h; Yield given. Yields of byproduct given; in the present of Saccharomyces cerevisiae Hansen;

DOI:10.1016/S0040-4039(00)94256-4

upstream raw materials:

(R)-2-aminobutyric acid

acetic anhydride

2-(acetylamino)butanoic acid

2-(N-Acetylamino-)-buttersaeureethylester

Downstream raw materials:

(R)-2-aminobutyric acid

L-2-aminobutyric acid

Refernces

• 1、 Terfort. "Synthesis and application of (3R,4R)-3,4-bis(diphenylphosphino)tetrahydrofuran as ligand for asymmetric hydrogenation of acrylic acids". . p. 951 - 953. Retrieved 2007/10/02.
• 2、 Chenault, H. Keith,Kim, Mahn-Joo,Akiyama, Alan,Miyazawa, Toshifumi,Simon, Ethan S.,Whitesides, George M.. "Enzymatic Routes to Enantiomerically Enriched 1-Butene Oxide". . p. 2608 - 2611. Retrieved 2007/10/02.