142253-55-2

Basic information

• Product Name: 1-N-Boc-3-Azetidinecarboxylic acid
• Synonyms: RARECHEM BK PT 0278;Boc-N-Azetidine-3-carboxylic acid;1,3-Azetidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester;1-(tert-Butoxycarbonyl)azetidine-3-carboxylic acid, 1-(tert-Butoxycarbonyl)azetane-3-carboxylic acid;1-(tert-Butoxycarbonyl)azetidine-3-carboxylic acid;1-Boc-3-Azetidine-3-carboxylic acid;142253-55-2;1-(tert-butoxy-oxomethyl)-3-azetidinecarboxylic acid
• CAS NO: 142253-55-2
• Molecular Formula: C₉H₁₅NO₄
• Molecular Weight: 201.2197
• Product Categories: Unusual amino acids;pharmacetical;Carboxylic Acids;Azetidine;Organic acids;Azetidines;Peptide;Carboxylic Acids;Ring Systems;Others;Peptide Synthesis;Unnatural Amino Acid Derivatives;B-Amino
• Mol File: 142253-55-2.mol
• Article Data: 33

Chemical Properties

• Melting Point: 100.1-101.9°C
• Boiling Point: 321 °C at 760 mmHg
• Flash Point: 147.9 °C
• Appearance: White/Crystalline Powder
• Density: 1.246 g/cm³
• Vapor Pressure: 6.35E-05mmHg at 25°C
• Storage Temp.: Store at -15°C
• PKA: 4.21±0.20(Predicted)
• BRN: 8832105
• CAS DataBase Reference: 1-N-Boc-3-Azetidinecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-N-Boc-3-Azetidinecarboxylic acid(142253-55-2)
• EPA Substance Registry System: 1-N-Boc-3-Azetidinecarboxylic acid(142253-55-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37-26
• WGK Germany: 3
• TSCA: No
• HazardClass: IRRITANT
• Hazardous Substances Data: 142253-55-2(Hazardous Substances Data)

Usage

Chemical Properties

light yellow powder

InChI:InChI=1/C9H15NO4/c1-9(2,3)14-8(13)10-4-6(5-10)7(11)12/h6H,4-5H2,1-3H3,(H,11,12)/p-1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 36476-78-5 3-azetidinecarboxylic acid 
• 254454-54-1 tert-butyl-3-iodoazetidine-1-carboxylate 
• 142253-54-1 tert-butyl 3-cyanoazetidine-1-carboxylate 
• 102624-96-4 azetidine-3-carboxylic acid hydrochloride 

Downstream Products

• 820971-67-3 tert-butyl 3-{[methoxy(methyl)amino]carbonyl}azetidine-1-carboxylate 
• 36476-78-5 3-azetidinecarboxylic acid 
• 1398705-08-2 tert-butyl-3-[(3,4-difluorophenyl)(hydroxy)methyl]azetidine-1-carboxylate 
• 1398705-07-1 C₁₅H₁₉ClFNO₃ 
• 1398705-06-0 C₁₅H₁₉ClFNO₃ 
• 1398705-04-8 C₁₆H₂₃NO₃ 
• 1398705-09-3 C₁₆H₂₃NO₃ 
• 1398705-03-7 tertiary butyl 3-((3,4-dichlorophenyl)(hydroxy)methyl)azetidine-1-carboxylate 
• 606129-56-0 tert-butyl 3-((4-chlorophenyl)(hydroxy)methyl)azetidine-1-carboxylate 
• 1398705-01-5 tert-butyl 3-(hydroxy(phenyl)methyl)azetidine-1-carboxylate 
• 1398708-36-5 C₂₂H₂₃ClFNO₄ 
• 1398708-33-2 tertiary butyl 3-((benzoyloxy)(3,4-dichlorophenyl)methyl)azetidine-1-carboxylate 
• 1398708-31-0 C₂₂H₂₄ClNO₄ 
• 1398708-30-9 C₂₂H₂₅NO₄ 

Relevant articles and documents

Production methods of nitrogen heterocyclic carboxylic acid intermediate and 3-azetidine carboxylic acid

The invention discloses production methods of a nitrogen heterocyclic carboxylic acid intermediate and 3-azetidine carboxylic acid, and relates to the technical field of pharmaceutical and chemical industry. The production method of the nitrogen heterocyclic carboxylic acid intermediate used for producing the 3-azetidine carboxylic acid comprises the steps of mixing a nitrogen heterocyclic compound and a Wittig reaction agent, carrying out a Wittig reaction, and conducting separation to obtain a nitrogen heterocyclic formaldehyde intermediate; and subjecting the nitrogen heterocyclic formaldehyde intermediate to an oxidation reaction, and conducting separation to obtain the nitrogen heterocyclic carboxylic acid intermediate, wherein the nitrogen heterocyclic compound is selected from at least one of 1-benzhydrylazetidin-3-one, 1-benzylazetidin-3-one, 1-Boc-3-azetidinone and 1-acetylazetidin-3-one. According to the production method of the 3-azetidine carboxylic acid, the nitrogen heterocyclic carboxylic acid intermediate is subjected to hydrogenolysis, a production cycle is short, a production process is safe and reliable, the production cost is low, the purity is higher than 98%,and the yield can reach 82.8%.

An improved, gram-scale synthesis of protected 3-haloazetidines: Rapid diversified synthesis of azetidine-3-carboxylic acids

Azetidines are increasingly important heterocycles found in a variety of natural products and pharmaceutical compounds. Protected 3-haloazetidines, widely used and versatile building blocks in medicinal chemistry, have been prepared in a one-pot, gram-scale strain-release reaction of 1-azabicyclo[1.1.0]butane from commercially available starting materials. These intermediates were subsequently used to prepare a series of high value azetidine-3-carboxylic acid derivatives including the first reported synthesis of 1-(tert-butoxy-carbonyl)-3-((trifluoromethyl)thio)azetidine-3-carboxylic acid. (Figure pressented)

BIARYL DERIVATIVE AS GPR120 AGONIST

The present invention relates to a biaryl derivative expressed by the chemical formula 1, a method for producing the biaryl derivative, a pharmaceutical composition comprising same, and use of same, the biaryl derivative expressed by the chemical formula 1, as a GPR120 agonist, promoting GLP-1 generation in the gastro-intestinal tract, reducing insulin resistance in the liver, muscles and the like from anti-inflammatory activity in the macrophage, pancreatic cells and the like, and allowing effective use in prevention or treatment of inflammation or metabolic diseases such as diabetes, complications from diabetes, obesity, non-alcoholic fatty liver disease, fatty liver disease, and osteoporosis.