Benzyl 3-aminoazetidine-1-carboxylate

Base Information

• Chemical Name: Benzyl 3-aminoazetidine-1-carboxylate
• CAS No.: 112257-20-2
• Molecular Formula: C₁₁H₁₄N₂O₂
• Molecular Weight: 206.244
• Hs Code.: 2933990090
• European Community (EC) Number: 809-973-3
• DSSTox Substance ID: DTXSID60585747
• Wikidata: Q72438197
• Mol file: 112257-20-2.mol

Synonyms:112257-20-2;1-Cbz-3-aminoazetidine;BENZYL 3-AMINOAZETIDINE-1-CARBOXYLATE;1-Azetidinecarboxylic acid, 3-amino-, phenylmethyl ester;MFCD07772068;3-AMINOMETHYL-AZETIDINE-1-CARBOXYLIC ACID BENZYL ESTER;1-CBZ-3-AMINO-AZETIDINE;1-Cbz-azetidin-3-amine;SCHEMBL15379354;DTXSID60585747;3-AMINO-1-AZETIDINECARBOXYLIC ACID PHENYLMETHYL ESTER;Benzyl 3-amino-1-azetidinecarboxylate;Benzyl-3-aminoazetidine-1-carboxylate;AKOS015950106;CS-W007058;PB30936;SB10119;DS-13094;SY042012;AM20020209;A26778;EN300-132386;Q-103127;3-Amino-1-azetidinecarboxylic acid phenylmethyl ester;3-Amino-1-azetidinecarboxylic acid phenyl methyl ester

Chemical Property of Benzyl 3-aminoazetidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.000115mmHg at 25°C
• Refractive Index: 1.586
• Boiling Point: 336°C at 760 mmHg
• PKA: 8.23±0.20(Predicted)
• Flash Point: 157°C
• PSA: 55.56000
• Density: 1.228
• LogP: 1.60430
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 206.105527694
• Heavy Atom Count: 15
• Complexity: 221

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benzyl3-Aminoazetidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CN1C(=O)OCC2=CC=CC=C2)N

Technology Process of Benzyl 3-aminoazetidine-1-carboxylate

There total 1 articles about Benzyl 3-aminoazetidine-1-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:

benzyl 3-[(tert-butoxycarbonyl)amino]azetidine-1-carboxylate (112257-42-8) → benzyl 3-aminoazetidine-1-carboxylate (112257-20-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2017.05.014

Reference yield: 66.0%

benzyl 3-aminoazetidine-1-carboxylate (112257-20-2) + 4-Chlorobutanoyl chloride (4635-59-0) → benzyl 3-(4-chlorobutanamido)azetidine-1-carboxylate

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 25 ℃; for 2h;

Reference yield: 48.0%

benzyl 3-aminoazetidine-1-carboxylate (112257-20-2) + 2,2'-dimethyl-[1,1'-biphenyl]iodonium trifluoromethanesulfonate salt → (R)-benzyl 3-((2'-iodo-6,6'-dimethyl-[1,1'-biphenyl]-2-yl)amino)azetidine-1-carboxylate

Guidance literature:

With Cu((+)-indaPyBOX)₂PF₆; sodium carbonate; In dichloromethane; at 20 ℃; for 20h; enantioselective reaction; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1002/adsc.201800637

upstream raw materials:

benzyl 3-[(tert-butoxycarbonyl)amino]azetidine-1-carboxylate

Downstream raw materials:

C₂₀H₂₁N₅O₃S

Refernces