(4R)-1-Palmitoyl-4-(palmitoyloxy)-L-proline

Basic Information

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CAS Number

41672-81-5

Molecular Formula

C37H69NO5

Molecular Weight

607.96 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

SMILES

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CCCCCCCCCCCCCCCC(=O)O[C@@H]1C[C@H](N(C1)C(=O)CCCCCCCCCCCCCCC)C(O)=O

InChI

InChI=1S/C37H69NO5/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-35(39)38-32-33(31-34(38)37(41)42)43-36(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h33-34H,3-32H2,1-2H3,(H,41,42)/t33-,34+/m1/s1

InChIKey

QZLXCFQVOCEKSX-NOCHOARKSA-N

LogP

10.546299999999997

Topological Polar Surface Area

83.91 Å²

Hydrogen Bond Donor/Acceptor

1 / 6

Synonyms & References

English

Dipalmitoyl hydroxyproline
trans-1-(1-Oxohexadecyl)-4-((1-oxohexadecyl)oxy)-L-proline
(2S,4R)-1-hexadecanoyl-4-hexadecanoyloxypyrrolidine-2-carboxylic acid
DPHP
Dipamitoylhydroxyproline
E6AHA53N1H
EINECS 255-490-0
trans-O,N-Dipalmitoylhydroxyproline
UNII-E6AHA53N1H

MDL Number

MFCD10567378

FAQ

What are the physical and chemical properties of (4R)-1-Palmitoyl-4-(palmitoyloxy)-L-proline (CAS: 41672-81-5)?

(4R)-1-Palmitoyl-4-(palmitoyloxy)-L-proline is a white crystalline powder with a molecular weight of approximately 776.98 g/mol. It has a high solubility in organic solvents like methanol and ethanol but is poorly soluble in water. This compound exhibits a high reactivity due to its ester and amide functionalities, making it susceptible to hydrolysis and esterification under certain conditions.

How is (4R)-1-Palmitoyl-4-(palmitoyloxy)-L-proline (CAS: 41672-81-5) typically synthesized?

(4R)-1-Palmitoyl-4-(palmitoyloxy)-L-proline is usually synthesized through a multi-step process involving the succinylation of L-proline followed by esterification with palmitic acid. This reaction requires careful control of pH and temperature to achieve high selectivity and yield. Commonly used catalysts include HOBt and DMAP to improve the reaction efficiency.

What industries use (4R)-1-Palmitoyl-4-(palmitoyloxy)-L-proline (CAS: 41672-81-5)?

(4R)-1-Palmitoyl-4-(palmitoyloxy)-L-proline is primarily used in the pharmaceutical industry for the development of targeted drug delivery systems and as a precursor for the synthesis of bioactive molecules. It is also utilized in polymer science for the preparation of novel biodegradable polymers and in the sensor industry for the development of biomimetic sensors.

What precautions should be taken when handling (4R)-1-Palmitoyl-4-(palmitoyloxy)-L-proline (CAS: 41672-81-5)?

When handling (4R)-1-Palmitoyl-4-(palmitoyloxy)-L-proline, it is important to wear appropriate personal protective equipment (PPE) such as gloves and safety goggles. Work should be conducted in a well-ventilated area or fume hood to minimize inhalation risks. Spills should be immediately cleaned up with appropriate absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed guidelines and emergency response procedures.