Methyl N-Boc-azetidine-2-carboxylate

Base Information

• Chemical Name: Methyl N-Boc-azetidine-2-carboxylate
• CAS No.: 255882-72-5
• Molecular Formula: C10H17NO4
• Molecular Weight: 215.25
• Hs Code.: 2933990090
• European Community (EC) Number: 801-843-4
• DSSTox Substance ID: DTXSID60564416
• Nikkaji Number: J2.372.329H
• Mol file: 255882-72-5.mol

Synonyms:255882-72-5;Methyl N-Boc-azetidine-2-carboxylate;Methyl 1-Boc-azetidine-2-carboxylate;1-BOC-AZETIDINE-2-CARBOXYLIC ACID METHYL ESTER;1-tert-butyl 2-methyl azetidine-1,2-dicarboxylate;O1-tert-Butyl O2-methyl azetidine-1,2-dicarboxylate;1-O-tert-butyl 2-O-methyl azetidine-1,2-dicarboxylate;MFCD06657099;Azetidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester;1-TERT-BUTYL 2-METHYL (2S)-AZETIDINE-1,2-DICARBOXYLATE;MFCD11042210;Methyl (R)-1-Boc-azetidine-2-carboxylate;1,2-Azetidinedicarboxylic acid, 1-(1,1-dimethylethyl) 2-methyl ester;SCHEMBL443655;1,3,7-TRIMETHYLURICACID;AMY4424;DTXSID60564416;FGWUDHZVEBFGKS-UHFFFAOYSA-N;Azetidine-1,2-dicarboxylic acid 1-tert-butyl 2-methyl ester;CS-B0648;Methyl1-Boc-azetidine-2-carboxylate;AKOS015901134;AC-2632;GS-3847;Methyl 1-N-Boc-2-Azetidinecarboxylate;PB22204;PB26601;SB21705;SY002345;SY004663;SY098649;Methyl (S)-N-Boc-Azetidine-2-carboxylate;A5148;EN300-342035;J-523813;methyl N-tert-butyloxycarbonylazetidin-2-yl carboxylate;Azetidine-1,2-dicarboxylic acid 1-t-butyl ester 2-methyl ester

Chemical Property of Methyl N-Boc-azetidine-2-carboxylate

Chemical Property:

• Boiling Point: 269.018 °C at 760 mmHg
• PKA: -3.46±0.40(Predicted)
• Flash Point: 116.498 °C
• PSA: 55.84000
• Density: 1.152 g/cm³
• LogP: 1.10670
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 215.11575802
• Heavy Atom Count: 15
• Complexity: 269

Purity/Quality:

99.3% ^*data from raw suppliers

O1-tert-ButylO2-methylazetidine-1,2-dicarboxylate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC1C(=O)OC

Technology Process of Methyl N-Boc-azetidine-2-carboxylate

There total 7 articles about Methyl N-Boc-azetidine-2-carboxylate 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: 87.0%

dmap (1122-58-3) + di-tert-butyl dicarbonate (24424-99-5) + (S)-Azetidin-2-carbonsaeuremethylester-hydrochlorid (69684-69-1,51020-00-9) → azetidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (255882-72-5)

Guidance literature:

With triethylamine; In dichloromethane;

Reference yield: 84.0%

methanol (67-56-1) + 1-(tert-butoxycarbonyl)azetidine-2-carboxylic acid (159749-28-7) → azetidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (255882-72-5)

Guidance literature:

1-(tert-butoxycarbonyl)azetidine-2-carboxylic acid; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -10 - 25 ℃; for 4h;

methanol; In tetrahydrofuran; at 18 - 25 ℃; for 18h;

Reference yield: 80.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl 1-benzyl-2-azetidinecarboxylate (18085-37-5) → azetidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (255882-72-5)

Guidance literature:

palladium on activated charcoal; In methanol; at 20 ℃;

DOI:10.1021/ol0616687

upstream raw materials:

di-tert-butyl dicarbonate

methyl 1-benzyl-2-azetidinecarboxylate

(2S)-methyl azetidine-2-carboxylate

dmap

Downstream raw materials:

1-(tert-butoxycarbonyl)azetidine-2-carboxylic acid

1-(tert-butyl) 2-methyl 2-methylazetidine-1,2-dicarboxylate

R,S-1-[(1,1-Dimethylethoxy)carbonyl]azetidine-2-methanol

methyl 1-p-tosylazetidine-2-carboxylate

Refernces

• 1、 -. "2-AZETIDINYL-4-(lH-PYRAZOL-3-YLAMINO)PYRIMIDINES AS INHIBITORS OF INSULIN-LIKE GROWTH FACTOR-I RECEPTOR ACTIVITY". Page/Page column 79. . Retrieved 2010/11/24.
• 2、 -. "Substituted β-alanine derivatives as cell adhesion inhibitors". . . Retrieved 2008/06/13.