N-Acetyl-DL-alanine

Base Information

• Chemical Name: N-Acetyl-DL-alanine
• CAS No.: 1115-69-1
• Molecular Formula: C5H9NO3
• Molecular Weight: 131.131
• Hs Code.: 29225090
• European Community (EC) Number: 214-229-0
• NSC Number: 203819,186892,43118
• Nikkaji Number: J21.920G
• Wikidata: Q105145790
• Mol file: 1115-69-1.mol

Synonyms:N-Acetyl-DL-alanine;1115-69-1;2-acetamidopropanoic acid;Ac-DL-Ala-OH;2-Acetylaminopropionic acid;Acetyl-DL-Alanine;2-Acetylamino-propionic acid;DL-Alanine, N-acetyl-;MFCD00037238;N-alpha-Acetyl-DL-alanine;EINECS 214-229-0;Alanine, N-acetyl-;N-Acetyl-DL-2-aminopropionic Acid;MFCD00063132;n-acetyl-alanine;NSC-186892;NSC-203819;N-Acetylalanine #;N-acetyl-D,L-alanine;2-acetamido-propionic acid;bmse000157;D09MYF;SCHEMBL330011;L-Alanine, N-acetyl- (9CI);CHEBI:170067;Alanine, N-acetyl-, L- (8CI);NSC43118;BBL007614;NSC 43118;NSC-43118;NSC186892;NSC203819;STK365649;AKOS000264080;AKOS016050387;AKOS032963153;AM81476;CS-W011105;FD21049;HY-W010389;NCGC00341606-01;AS-14822;SY032572;SY038273;A0072;FT-0629809;FT-0629827;FT-0688933;DHP Linker?3,4-dihydro-2H-Pyran-2-methanol;EN300-18569;AB01333769-02;A802385;W-108671;DF79AC11-85D4-454B-AF98-1752A619BECC;Z104483794

Chemical Property of N-Acetyl-DL-alanine

Chemical Property:

• Appearance/Colour: WHITE
• Vapor Pressure: 1.77E-06mmHg at 25°C
• Melting Point: 137-139 °C
• Refractive Index: 1.454
• Boiling Point: 369.7 °C at 760 mmHg
• PKA: 3.69±0.10(Predicted)
• Flash Point: 177.4 °C
• PSA: 66.40000
• Density: 1.17 g/cm³
• LogP: -0.01350
• Storage Temp.: −20°C
• Solubility.: DMMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 131.058243149
• Heavy Atom Count: 9
• Complexity: 132

Purity/Quality:

99% ^*data from raw suppliers

Acetyl-DL-alanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C(=O)O)NC(=O)C
• Uses: N-Acetyl-DL-alanine is a derivative of DL-Alanine (A481400) and is used as a reagent in the synthesis of potent new agents for the treatment of epilepsy.

Technology Process of N-Acetyl-DL-alanine

There total 20 articles about N-Acetyl-DL-alanine 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%

N-Acetamidoacrylic acid (5429-56-1) → Ac-DL-Ala (1115-69-1)

Guidance literature:

With hydrogen; Et4N;

DOI:10.1016/S0040-4039(00)92043-4

Reference yield: 80.0%

acetic anhydride (108-24-7) + rac-Ala-OH (302-72-7,25191-17-7,18875-37-1) → Ac-DL-Ala (1115-69-1)

Guidance literature:

In dichloromethane; for 18h; Heating;

DOI:10.1021/jm00386a021

Reference yield: 73.0%

→ Ac-DL-Ala (1115-69-1)

Guidance literature:

upstream raw materials:

Ketene

rac-Ala-OH

N-Acetamidoacrylic acid

2-formylamino-2-hydroxy-propionic acid

Downstream raw materials:

N,N-Bis-<2-chlor-ethyl>-2-acetamino-propionamid

L-alanin

(R)-2-(acetylamino)propanoic acid

2-Formylmethylene-4-methyloxazolidin-5-one

Refernces

• 1、 Van den Berg,Minnaard,Schudde,Van Esch,De Vries,De Vries,Feringa. "Highly enantioselective rhodium-catalyzed hydrogenation with monodentate ligands [17]". . p. 11539 - 11540. Retrieved 2000.
• 2、 Jesus, Ana R.,Soromenho, Mário R.C.,Raposo, Luís R.,Esperan?a, José M.S.S.,Baptista, Pedro V.,Fernandes, Alexandra R.,Reis, Patrícia M.. "Enhancement of water solubility of poorly water-soluble drugs by new biocompatible N-acetyl amino acid N-alkyl cholinium-based ionic liquids". . p. 227 - 232. Retrieved 2019.
• 3、 Shiraiwa, Tadashi,Sakata, Shinji,Natsuyama, Hisashi,Fujishima, Keiko,Miyazaki, Hideya,et al.. "Racemization of Optically Active Aromatic N-Acetylamino Acids and Asymmetric Transformation of N-Acetyl-2-(4-hydroxyphenyl)glycine via Salt Formation with Optically Active α-Methylbenzylamine". . p. 965 - 970. Retrieved 1992.
• 4、 Flores-Santos, Leticia,Martin, Erika,Aghmiz, Ali,Dieguez, Montserrat,Claver, Carmen,Masdeu-Bulto, Anna M.,Munoz-Hernandez, Miguel Angel. "Cationic iridium complexes with chiral dithioether ligands: Synthesis, characterisation and reactivity under hydrogenation conditions". . p. 2315 - 2323. Retrieved 2005.
• 5、 Kyne, Sara Helen,Li, Jiacheng,Siang Tan, Suan,Wai Hong Chan, Philip. "Minisci-Type Alkylation of N-Heteroarenes by N-(Acyloxy)phthalimide Esters Mediated by a Hantzsch Ester and Blue LED Light". supporting information. . Retrieved 2022/01/11.
• 6、 Kochetova,Kustova,Kuritsyn. "Reactivity of α-Amino Acids in the Reaction with Esters in Aqueous–1,4-Dioxane Media". . p. 80 - 85. Retrieved 2018/03/09.