Propanoic acid, 2-(acetyloxy)-, (2R)-

Base Information

• Chemical Name: Propanoic acid, 2-(acetyloxy)-, (2R)-
• CAS No.: 18668-00-3
• Molecular Formula: C₅H₈O₄
• Molecular Weight: 132.116
• European Community (EC) Number: 834-678-1
• Nikkaji Number: J1.216.882I
• ChEMBL ID: CHEMBL142442
• Mol file: 18668-00-3.mol

Synonyms:18668-00-3;Propanoic acid, 2-(acetyloxy)-, (2R)-;(R)-2-acetoxypropanoic acid;(2R)-2-acetyloxypropanoic acid;(R)-(+)-2-Acetoxypropionic Acid;(R)-2-acetoxypropanoicacid;(R)-2-Acetoxypropionic acid;(+)-O-Acetyl-D-lactic Acid;CHEMBL142442;SCHEMBL1764859;WTLNOANVTIKPEE-GSVOUGTGSA-N;(2R)-2-(acetyloxy)propanoic acid;CS-B0055;MFCD16036178;Propanoic acid,2-(acetyloxy)-,(2R)-;AS-63232;T70471

Chemical Property of Propanoic acid, 2-(acetyloxy)-, (2R)-

Chemical Property:

• Refractive Index: 1.4220 to 1.4260
• Boiling Point: 82°C/0.2mmHg(lit.)
• PKA: 2.74±0.10(Predicted)
• Density: 1.205±0.06 g/cm3(Predicted)
• 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:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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 Propanoic acid, 2-(acetyloxy)-, (2R)-

There total 24 articles about Propanoic acid, 2-(acetyloxy)-, (2R)- 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: 91.0%

2-acetoxypropanal (22094-23-1) → (R)-(+)-2-acetoxypropionic acid (18668-00-3)

Guidance literature:

With 9-oxyl-9-azabicyclo<3.3.1>nonan-3-one; oxygen; nitric acid; sodium nitrite; In water; acetonitrile; at 23 ℃; for 8h; under 760.051 Torr; enantioselective reaction; Sealed tube;

DOI:10.1021/acs.orglett.6b01598

upstream raw materials:

L-Lactic acid

acetyl chloride

2-acetoxypropionic acid

L-alanin

Downstream raw materials:

(S)-2-acetoxypropanoyl chloride

ethyl (S)-2-acetyloxypropanoate

(+)-tert-butyl D-lactate

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