1-Boc-azetidine-3-carboxylic acid

Base Information

• Chemical Name: 1-Boc-azetidine-3-carboxylic acid
• CAS No.: 142253-55-2
• Molecular Formula: C9H15NO4
• Molecular Weight: 201.222
• Hs Code.: 29339900
• European Community (EC) Number: 675-992-7
• DSSTox Substance ID: DTXSID50373175
• Nikkaji Number: J3.152.346J
• Wikidata: Q72448588
• Mol file: 142253-55-2.mol

Synonyms:142253-55-2;1-Boc-azetidine-3-carboxylic acid;1-N-Boc-3-Azetidinecarboxylic acid;Boc-azetidine-3-carboxylic acid;1-(tert-Butoxycarbonyl)azetidine-3-carboxylic Acid;n-boc-azetidine-3-carboxylic acid;1-[(Tert-Butoxy)Carbonyl]Azetidine-3-Carboxylic Acid;MFCD01860897;1-[(2-methylpropan-2-yl)oxycarbonyl]azetidine-3-carboxylic Acid;azetidine-1,3-dicarboxylic acid mono-tert-butyl ester;1-(tert-butoxycarbonyl)-3-azetidinecarboxylic acid;1-Boc-3-azetidinecarboxylicacid;1-n-boc-azetidine-3-carboxylic acid;boc-aze(3)-oh;1-BOC-3-AZETIDINE CARBOXYLIC ACID;1-tert-butoxycarbonylazetidine-3-carboxylic acid;SCHEMBL43159;boc-3-azetidine carboxylic acid;n-boc-azetidine-3-carboxylicacid;DTXSID50373175;N-Boc-3-Azetidinecarboxylic acid;NCADHSLPNSTDMJ-UHFFFAOYSA-N;3-CARBOXYAZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1-Boc-Azetidine-3-carboxilic acid;CS-D0672;BBL101614;STL555410;1-(Boc)-azetidine-3-carboxylic acid;1-Boc-3-Azetidine-3-carboxylic acid;AKOS004910683;AC-2254;MS-3571;PB17245;HY-40141;SY014232;AM20080322;B3540;FT-0600767;1-t-Butoxycarbonylazetidine-3-carboxylic acid;EN300-74875;VU0494831-1;1-(t-butoxycarbonyl)-3-azetidinecarboxylic acid;Azetidine-1,3-dicarboxylic acid tert-butyl ester;1-(t-butoxycarbonyl) azetidine-3-carboxylic acid;n-(tert-butoxycarbonyl)azetidine-3-carboxylic acid;1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid;1-(tert-butoxycarbonyl) azetidine-3-carboxylic acid;1-tert-Butyloxycarbonyl-azetidine-3-carboxylic acid;Q-103128;1-(tertiary butoxycarbonyl)azetidine-3-carboxylic acid;1-Boc-azetidine-3-carboxylic acid, >=98.0% (TLC);1-(T-BUTOXYCARBONYL)AZETIDINE-3-CARBOXYLIC ACID;F2158-1525;AZETIDINE-1,3-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER;Azetidine-1,3-dicarboxylic acid mono-tert-butyl ester;1-(tert-butoxycarbonyl)azetidine-3-carboxylic acid

Chemical Property of 1-Boc-azetidine-3-carboxylic acid

Chemical Property:

• Appearance/Colour: light yellow powder
• Vapor Pressure: 6.35E-05mmHg at 25°C
• Melting Point: 100.1-101.9°C
• Boiling Point: 321 °C at 760 mmHg
• PKA: 4.21±0.20(Predicted)
• Flash Point: 147.9 °C
• PSA: 66.84000
• Density: 1.246 g/cm³
• LogP: 0.87580
• Storage Temp.: Store at -15°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 201.10010796
• Heavy Atom Count: 14
• Complexity: 250

Purity/Quality:

99% ^*data from raw suppliers

Boc-Azetidine-3-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC(C1)C(=O)O

Technology Process of 1-Boc-azetidine-3-carboxylic acid

There total 9 articles about 1-Boc-azetidine-3-carboxylic 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 3-azetidinecarboxylic acid (36476-78-5) → 1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid (142253-55-2)

Guidance literature:

With triethylamine; In methanol; at 20 ℃; for 18h;

Reference yield: 92.0%

tert-butyl 3-cyanoazetidine-1-carboxylate (142253-54-1) → 1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid (142253-55-2)

Guidance literature:

With sodium hydroxide; In methanol; water; for 4h; Reflux;

DOI:10.24820/ark.5550190.p010.549

Reference yield: 91.0%

→ 1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid (142253-55-2)

Guidance literature:

upstream raw materials:

di-tert-butyl dicarbonate

3-azetidinecarboxylic acid

azetidine-3-carboxylic acid hydrochloride

tert-butyl 3-cyanoazetidine-1-carboxylate

Downstream raw materials:

tert-butyl 3-formylazetidine-1-carboxylate

3-((E)-2-(methyl((1R)-1-(methyl((1R)-1-(methylcarbamoyl)-2-phenylethyl)carbamoyl)-2-(2-naphthyl)ethyl)carbamoyl)vinyl)azetidine-1-carboxylic acid tert-butyl ester

3-hydroxymethyl-azetidine-1-carboxylic acid tert-butyl ester

tert-butyl 3-[5-(2,4-dichlorophenyl)-1,3,4-oxadiazol-2-yl]-azetidine-1-carboxylate

Refernces

• 1、 -. "Production methods of nitrogen heterocyclic carboxylic acid intermediate and 3-azetidine carboxylic acid". Paragraph 0098; 0101. . Retrieved 2019/11/20.
• 2、 Ji, Youngran,Wojtas, Lukasz,Lopchuk, Justin M.. "An improved, gram-scale synthesis of protected 3-haloazetidines: Rapid diversified synthesis of azetidine-3-carboxylic acids". . p. 195 - 214. Retrieved 2018/06/27.