872139-38-3

Basic information

• Product Name: (2S)-3,6-Dioxo-1,4-dioxane-2-propanoic acid benzyl ester
• Synonyms: (2S)-3,6-Dioxo-1,4-dioxane-2-propanoic acid benzyl ester
• CAS NO: 872139-38-3
• Molecular Formula: C₁₄H₁₄O₆
• Molecular Weight: 278.26
• Mol File: 872139-38-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 463.8 °C at 760 mmHg
• Flash Point: 208.5 °C
• Appearance: /
• Density: 1.286
• Refractive Index: 1.529
• CAS DataBase Reference: (2S)-3,6-Dioxo-1,4-dioxane-2-propanoic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-3,6-Dioxo-1,4-dioxane-2-propanoic acid benzyl ester(872139-38-3)
• EPA Substance Registry System: (2S)-3,6-Dioxo-1,4-dioxane-2-propanoic acid benzyl ester(872139-38-3)

Safety Data

• Hazardous Substances Data: 872139-38-3(Hazardous Substances Data)

Usage

Description

(2S)-3,6-Dioxo-1,4-dioxane-2-propanoic acid benzyl ester is a versatile chemical compound that serves as an ester of (2S)-3,6-dioxo-1,4-dioxane-2-propanoic acid. It is widely utilized in the pharmaceutical and chemical industries due to its key role as an intermediate in the synthesis of various pharmaceuticals and organic compounds.

Uses

Used in Pharmaceutical Industry:
(2S)-3,6-Dioxo-1,4-dioxane-2-propanoic acid benzyl ester is used as a key intermediate for the synthesis of various pharmaceuticals and organic compounds. Its unique structure and reactivity make it a valuable building block in the development of complex molecules and biologically active compounds.
Used in Chemical Industry:
In the chemical industry, (2S)-3,6-Dioxo-1,4-dioxane-2-propanoic acid benzyl ester is used as a reagent in organic synthesis. Its versatile chemical properties allow it to be employed in the preparation of a wide range of organic compounds.
Used in Peptide Synthesis:
(2S)-3,6-Dioxo-1,4-dioxane-2-propanoic acid benzyl ester is used as a precursor in the synthesis of peptides. Its ability to form stable esters with amino acids makes it a useful component in the development of peptide-based drugs and other biologically active molecules.
Used in Drug and Agrochemical Development:
Due to its versatile chemical reactivity and biological activity, (2S)-3,6-Dioxo-1,4-dioxane-2-propanoic acid benzyl ester has potential applications in the development of new drugs and agrochemicals. Its unique properties make it a promising candidate for the creation of innovative and effective compounds in these fields.

InChI:InChI=1/C14H14O6/c15-12(18-8-10-4-2-1-3-5-10)7-6-11-14(17)19-9-13(16)20-11/h1-5,11H,6-9H2/t11-/m0/s1

Upstream product

• 100-51-6 benzyl alcohol 
• 1676-73-9 L-glutamic acid γ-benzyl ester 
• 56-86-0 L-glutamic acid 
• 872139-37-2 5-benzyloxycarbonyl-2-(2-bromo-acetyloxy)-pentandioic acid 

Relevant articles and documents

Organo-catalyzed ring opening polymerization of a 1,4-dioxane-2,5-dione deriving from glutamic acid

The (3S)-[(benzyloxycarbonyl)ethyl]-1,4-dioxan-2,5-dione (BED) was prepared in four steps starting from glutamic acid and bromoacetyl bromide. According to X-ray diffraction analysis, the pendant functional group is located in equatorial position and points away from the six-membered ring. The organo-catalyzed ring-opening polymerization of BED was promoted with 4-dimethylaminopyridine (DMAP) and the combination of thiourea TUCy and (-)-sparteine. PolyBED samples of number-average molar mass Mn up to 36000 and narrow polydispersity (Mw/Mn 1H-13C HMBC 2D NMR experiment. The preparation of 1:1 adducts with n-pentanol confirmed that ring-opening of BED occurs almost indifferently on either of the endocyclic ester groups. Poly(α-hydroxyacids) featuring pendant carboxylic acids were finally obtained by acetylation of the terminal OH groups followed by hydrogenolysis.