1-AZETIDINECARBOXYLIC ACID

Base Information

• Chemical Name: 1-AZETIDINECARBOXYLIC ACID
• CAS No.: 105443-94-5
• Molecular Formula: C₉H₁₆N₂O₃
• Molecular Weight: 200.238
• Mol file: 105443-94-5.mol

Synonyms:1-Azetidinecarboxylicacid, 2-(aminocarbonyl)-, 1,1-dimethylethyl ester, (S)-; (2S)-2-Carbamoylazetidine-1-carboxylicacid tert-butyl ester

Chemical Property of 1-AZETIDINECARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 3.04E-05mmHg at 25°C
• Boiling Point: 355.9 ºC at 760 mmHg
• PKA: 15.97±0.20(Predicted)
• Flash Point: 169 ºC
• PSA: 49.33000
• Density: 1.194 g/cm³
• LogP: -0.23830
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

(S)-tert-Butyl2-carbamoylazetidine-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-AZETIDINECARBOXYLIC ACID

There total 2 articles about 1-AZETIDINECARBOXYLIC ACID 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: 82.0%

(S)-1-(t-butoxycarbonyl)azetidine-2-carboxylic acid (51077-14-6) → (S)-2-carbamoyl-azetidine-1-carboxylic acid tert-butyl ester (105443-94-5)

Guidance literature:

(S)-1-(t-butoxycarbonyl)azetidine-2-carboxylic acid; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at -10 ℃; for 0.333333h;

With ammonium hydroxide; In tetrahydrofuran; water;

Reference yield:

methyl N-tert-butyloxycarbonyl-L-azetidine-2-carboxylate (107020-12-2) → (S)-2-carbamoyl-azetidine-1-carboxylic acid tert-butyl ester (105443-94-5)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 72h;

Reference yield: 25.0%

(S)-2-carbamoyl-azetidine-1-carboxylic acid tert-butyl ester (105443-94-5) → tert-butyl (2S)-2-(aminomethyl)azetidine-1-carboxylate (1007873-90-6,939760-37-9)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

upstream raw materials:

(S)-1-(t-butoxycarbonyl)azetidine-2-carboxylic acid

methyl N-tert-butyloxycarbonyl-L-azetidine-2-carboxylate

Downstream raw materials:

tert-butyl (2S)-2-(aminomethyl)azetidine-1-carboxylate

(S)-2-cyano-azetidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Young, Robert J.,Alderton, Wendy,Angell, Anthony D.R.,Beswick, Paul J.,Brown, David,Chambers, C. Lynn,Crowe, Miriam C.,Dawson, John,Hamlett, Christopher C.F.,Hodgson, Simon T.,Kleanthous, Savvas,Knowles, Richard G.,Russell, Linda J.,Stocker, Richard,Woolven, James M.. "Heteroalicyclic carboxamidines as inhibitors of inducible nitric oxide synthase; The identification of (2R)-2-pyrrolidinecarboxamidine as a potent and selective haem-co-ordinating inhibitor". scheme or table. p. 3037 - 3040. Retrieved 2011/06/26.
• 2、 -. "PYRIMIDINE AMINO PYRAZOLE COMPOUNDS, POTENT KINASE INHIBITORS". Page/Page column 70. . Retrieved 2010/11/26.