(S)-(-)-2-Acetoxypropionic acid

Base Information

• Chemical Name: (S)-(-)-2-Acetoxypropionic acid
• CAS No.: 6034-46-4
• Molecular Formula: C₅H₈O₄
• Molecular Weight: 132.116
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID00975744
• Nikkaji Number: J70.603E
• Wikidata: Q72434392
• Mol file: 6034-46-4.mol

Synonyms:(S)-(-)-2-Acetoxypropionic acid;6034-46-4;(s)-2-acetoxypropanoic acid;(-)-O-Acetyl-L-lactic aicd;(2S)-2-acetyloxypropanoic acid;(2S)-2-acetoxypropanoic acid;Propanoic acid, 2-(acetyloxy)-, (2S)-;(2S)-2-(acetyloxy)propanoic acid;(-)-O-Acetyl-L-lactic Acid;MFCD00191370;(s)-acetoxypropionic acid;(s)-2-acetoxypropanoicacid;Lactic acid, acetate, L-;SCHEMBL140866;(S)-2-Acetoxy-propionic acid;(S)-2-acetyloxypropionic acid;(s)-(-)-2acetoxypropionic acid;DTXSID00975744;WTLNOANVTIKPEE-VKHMYHEASA-N;AMY24695;CS-B0056;(s)-(-)-2-acetoxy propionic acid;AKOS006378196;AKOS015837910;AC-9099;AS-35558;BP-12894;Propanoic acid, 2-(acetyloxy)-, (S)-;A1299;A8422;EN300-7291535;J-640400;J-800405;(S)-2-acetoxypropanoic acid;(-)-O-ACETYL-L-LACTIC AICD

Chemical Property of (S)-(-)-2-Acetoxypropionic acid

Chemical Property:

• Vapor Pressure: 0.0298mmHg at 25°C
• Refractive Index: n20/D 1.422(lit.)
• Boiling Point: 226.4 °C at 760 mmHg
• PKA: 2.74±0.10(Predicted)
• Flash Point: 95.2 °C
• PSA: 63.60000
• Density: 1.205g/cm³
• LogP: 0.02260
• Storage Temp.: 0-6°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 132.04225873
• Heavy Atom Count: 9
• Complexity: 129

Purity/Quality:

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

(S)-(-)-2-Acetoxypropionic Acid >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi; Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22
• Safety Statements: 26-27-28-36/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-(-)-2-Acetoxypropionic acid

There total 14 articles about (S)-(-)-2-Acetoxypropionic 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: 99.0%

(S)-2-acetoxypropionic acid benzyl ester (151838-56-1) → (S)-2-acetoxypropionic acid (535-17-1,3853-80-3,18668-00-3,6034-46-4)

Guidance literature:

With hydrogen; palladium(II) hydroxide; In tetrahydrofuran; at 20 ℃;

DOI:10.1002/chir.22823

Reference yield: 98.0%

L-Lactic acid (79-33-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + acetyl chloride (75-36-5) → (S)-2-acetoxypropionic acid (535-17-1,3853-80-3,18668-00-3,6034-46-4)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.3390/10111419

Reference yield: 78.0%

L-Lactic acid (79-33-4,106989-11-1,26811-96-1,31587-11-8,26100-51-6) + acetic acid (64-19-7,77671-22-8) → (S)-2-acetoxypropionic acid (535-17-1,3853-80-3,18668-00-3,6034-46-4)

Guidance literature:

With sulfuric acid; In toluene; for 10h; Heating;

DOI:10.1016/S0040-4039(00)79043-5

upstream raw materials:

L-Lactic acid

acetyl chloride

2-acetoxypropionic acid

L-alanin

Downstream raw materials:

(S)-2-acetoxypropanoyl chloride

acetyl-L-lactate-N-methylamide

(?)-(2S)-acetoxypropionic acid tert-butyl ester

(S)-2-Acetoxy-N-<(S)-α-methylbenzyl>propionamide

Refernces

• 1、 -. "NOVEL STING AGONISTS". Paragraph 0756; 0761; 0763. . Retrieved 2020/05/14.
• 2、 Hongen, Takahiro,Taniguchi, Tohru,Monde, Kenji. "Modifying oligoalanine conformation by replacement of amide to ester linkage". supporting information. p. 396 - 401. Retrieved 2018/02/13.