1-Benzylazetidine-2-carboxamide

Base Information

• Chemical Name: 1-Benzylazetidine-2-carboxamide
• CAS No.: 40432-40-4
• Molecular Formula: C₁₁H₁₄N₂O
• Molecular Weight: 190.245
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10448772
• Mol file: 40432-40-4.mol

Synonyms:1-benzylazetidine-2-carboxamide;40432-40-4;1-BENZYL-AZETIDINE-2-CARBOXYLIC ACID AMIDE;1-Benzyl-azetidine-2-carboxylicacidamide;1-(PHENYLMETHYL)-2-AZETIDINECARBOXAMIDE;SCHEMBL16714052;DTXSID10448772;AB1147;MFCD06658337;AKOS006292340;MB03938;1-Benzylazetidine-2-carboxylic acid amide;1-Benzylazetidine-2-carboxamide, AldrichCPR;J-504317

Chemical Property of 1-Benzylazetidine-2-carboxamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.605
• Boiling Point: 363.3°C at 760 mmHg
• PKA: 16.09±0.20(Predicted)
• Flash Point: 173.518°C
• PSA: 46.33000
• Density: 1.198g/cm³
• LogP: 1.38440
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 190.110613074
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

97% ^*data from raw suppliers

1-benzylazetidine-2-carboxamide ^*data from reagent suppliers

Safty Information:

• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(C1C(=O)N)CC2=CC=CC=C2

Technology Process of 1-Benzylazetidine-2-carboxamide

There total 2 articles about 1-Benzylazetidine-2-carboxamide 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: 81.0%

methyl 1-benzyl-2-azetidinecarboxylate (18085-37-5) → 1-benzylazetidine-2-carboxamide (40432-40-4)

Guidance literature:

With ammonium hydroxide; for 3h;

DOI:10.1016/S0957-4166(97)00632-0

Reference yield:

benzylamine (100-46-9) → 1-benzylazetidine-2-carboxamide (40432-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / K₂CO₃ / acetonitrile; H₂O / Heating

2: 81 percent / conc. aq. NH₃ / 3 h

With ammonium hydroxide; potassium carbonate; In water; acetonitrile;

DOI:10.1016/S0957-4166(97)00632-0

Reference yield: 49.0%

1-benzylazetidine-2-carboxamide (40432-40-4) → (2R)-N-benzylazetidine-2-carboxylic acid + (S)-(-)-1-benzylazetidine-2-carboxamide (205443-26-1)

Guidance literature:

With Rhodococcus erythropolis AJ₂₇₀; at 30 ℃; for 3.7h; pH=7; optical yield given as %ee; enantioselective reaction; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1021/jo9011656

upstream raw materials:

methyl 1-benzyl-2-azetidinecarboxylate

benzylamine

Downstream raw materials:

(S)-(-)-1-benzylazetidine-2-carboxamide

1-benzyl-2-(aminomethyl)azetidine

(R)-1-benzylazetidine-2-carboxamide

(S)-2-aminomethyl-1-benzylazetidine