685111-87-9

Usage

Explanation

The molecular formula representing the compound's composition of carbon (C), hydrogen (H), nitrogen (N), and oxygen (O) atoms.

Explanation

It is derived from 1,3-propanediol, a common alcohol used in various industrial applications.
3. Presence of 4-pyridinyl group

Explanation

The compound contains a 4-pyridinyl group, which imparts specific properties to the compound.
4. Use in organic synthesis

Explanation

Due to its unique properties, the compound serves as a building block in organic synthesis.
5. Application in pharmaceutical research

Explanation

The compound is useful in pharmaceutical research, potentially leading to the development of new drugs.
6. Potential health hazards

Explanation

It should be handled with care due to its potential to cause irritation to the skin, eyes, and respiratory system upon contact.

Explanation

The compound has a range of potential applications across these scientific disciplines.

Derivative of

1,3-propanediol

Fields of application

Chemistry, biology, and materials science

Upstream product

• 1026885-94-8 ethyl 3-(L-2-N,N-dimethylamino-3-phenyl-propanoyloxy)-3-(pyridin-4-yl)-propanoate 
• 676563-14-7 (S)(-)methyl-3-hydroxy-3-(pyridin-4-yl)-propanote 
• 591228-10-3 methyl 3-hydroxy-3-(pyridin-4-yl)-propanoate 
• 872-85-5 pyridine-4-carbaldehyde 
• 676563-15-8 ethyl (S)-3-hydroxy-3-(pyridin-4-yl)propanoate 
• 26377-17-3 ethyl 3-oxo-3-(4-pyridyl)propanoate 
• 1570-45-2 isonicotinic acid ethylester 
• 55-22-1 pyridine-4-carboxylic acid 
• 108-05-4 vinyl acetate 
• 591228-11-4 3-hydroxy-3-(pyridin-4-yl)propionic acid ethyl ester 

Downstream Products

• 685111-88-0 (-)-(4S)-trans-2-(4-nitrophenoxy)-2-oxido-4-(pyridin-4-yl)-1,3,2-dioxaphosphorinane 
• 1192264-91-7 trans-4-[(S)-pyridin-4-yl]-2-(4-nitrophenoxy)-2-oxo-1,3,2-dioxaphosphorinane 
• 685111-92-6 (4S)-5'-O-cis-[4-(pyridin-4yl)-2-oxido-1,3,2-dioxaphosphorinan-2yl]-cytosine-β-D-arabinofuranoside 

Relevant academic research and scientific papers

Development of a Novel Chemoenzymatic Process for (S)-1-(Pyridin-4-yl)-1,3-propanediol

We first developed a novel and efficient chemoenzymatic process to prepare (S)-1-(pyridin-4-yl)-1,3-propanediol, a vital HepDirect prodrug intermediate, from inexpensive and commercially available isonicotinic acid. Through this process, we provide a creative way to obtain the key chiral intermediate, β-hydroxyester, with ketoreductase (KRED) EA. After optimization of the process, we performed the reaction on a 100 g scale with a substrate concentration of up to 150 g/L, a yield of 93%, and an ee value of up to 99.9%. Additionally, we used a simple and effective NaBH4/MgCl2 reduction system to obtain (S)-1-(pyridin-4-yl)-1,3-propanediol with >99.9% ee and an 80% yield. This novel chemoenzymatic process has the potential to be a cost-effective and environmentally friendly process suitable for industrial use.

Synthesis of α,β-unsaturated δ-lactones by vinyl acetate mediated asymmetric cross-aldol reaction of acetaldehyde: Mechanistic insights

A tandem asymmetric cross-aldol reaction involving the in situ generation of acetaldehyde from vinyl acetate has been developed that may resolve the challenges associated with the handling of acetaldehyde. The simple protocol, mild reaction conditions and unique harmony of an organocatalyst with a biocatalyst make this method a valuable tool for the synthesis of asymmetric β-hydroxy aldehydes. By using this methodology we have accessed α,β-unstaurated δ-lactones as well as isochromenones with high enantioselectivities from both asymmetric β-hydroxy aldehydes and ketones. Systemic density functional theory (DFT) studies were also performed to gain mechanistic insights into the role of hydrogen bonding in the asymmetric cross-aldol reaction of acetaldehyde and in the key cis/trans isomerisation step in the synthesis of δ-lactones. Copyright

Chiral primary amine catalyzed asymmetric direct cross-aldol reaction of acetaldehyde

The first primary aminocatalytic direct cross-aldol reaction of acetaldehyde is presented. Among the various vicinal diamines screened, the L-tert-leucine derivative 1c in conjunction with (H4SiW 12O40)0.25 was identified as the optimal catalyst; good catalytic activity (up to 99% yield in 4 h), and high enantioselectivities (up to 92% ee) were achieved for a range of donors, including aromatic aldehydes and isatin derivatives. Aqueous acetaldehyde solution and paraldehyde can be conveniently applied in this system.

NOVEL 2'-C-METHYL AND 4'-C-METHYL NUCLEOSIDE DERIVATIVES

Novel 2'-C-methyl nucleoside 5 '-monophosphate and 4'-C-methyl nucleoside 5'- monophosphate derivatives, stereoisomers, and pharmaceutically acceptable salts or prodrugs thereof, their preparation, and their uses for the treatment of hepatitis C viral inf

Synthesis and characterization of a novel liver-targeted prodrug of cytosine-1-β-D-arabinofuranoside monophosphate for the treatment of hepatocellular carcinoma

Cytotoxic nucleosides have proven to be ineffective for the treatment of hepatocellular carcinoma (HCC) due, in part, to their inadequate conversion to their active nucleoside triphosphates (NTP) in the liver tumor and high conversion in other tissues. Th

Novel 2'-C-methyl nucleoside derivatives

Compounds of Formula I, stereoisomers, and pharmaceutically acceptable salts or prodrugs thereof, their preparation, and their uses for the treatment of hepatitis C viral infection are described:

Novel cytarabine monophosphate prodrugs

Compounds of Formula I, their preparation and uses are described: wherein: M and V are cis to one another and MH is cytarabine; the 5′ oxygen of said cytarabine is attached to the phosphorus; V is 4-pyridyl; and pharmaceutically acceptable prodrugs and salts thereof.