(2S)-1-(Benzyloxycarbonyl)azetidine-2-carboxylic acid

Base Information

• Chemical Name: (2S)-1-(Benzyloxycarbonyl)azetidine-2-carboxylic acid
• CAS No.: 25654-52-8
• Molecular Formula: C12H13NO4
• Molecular Weight: 235.24
• Hs Code.: 2933990090
• Nikkaji Number: J2.044.498C
• Mol file: 25654-52-8.mol

Synonyms:25654-52-8;(s)-n-cbz-azetidine-2-carboxylic acid;(S)-1-Cbz-2-azetidinecarboxylic acid;(2S)-1-(Benzyloxycarbonyl)azetidine-2-carboxylic acid;N-Cbz-S-2-azetidinecarboxylic acid;(2S)-1-phenylmethoxycarbonylazetidine-2-carboxylic acid;(S)-1-((Benzyloxy)carbonyl)azetidine-2-carboxylic acid;SCHEMBL3134513;IUWBMOQXJOJWBF-JTQLQIEISA-N;MFCD09954924;(S)-1-Cbz-2-azetidinecarboxylicacid;AT21484;CS-0287469;EN300-6510271;(S)-Azetidine-1,2-dicarboxylic acid 1-benzyl ester;A1-40096;N-benzyloxycarbonyl-(S)-(-)-2-azetidine-carboxylic acid;(2S)-1-[(BENZYLOXY)CARBONYL]AZETIDINE-2-CARBOXYLIC ACID

Chemical Property of (2S)-1-(Benzyloxycarbonyl)azetidine-2-carboxylic acid

Chemical Property:

• Boiling Point: 421.2±45.0 °C(Predicted)
• PKA: 3.99±0.20(Predicted)
• PSA: 69.67000
• Density: 1.362±0.06 g/cm3(Predicted)
• LogP: 0.08530
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 235.08445790
• Heavy Atom Count: 17
• Complexity: 299

Purity/Quality:

99.3% ^*data from raw suppliers

(2S)-1-[(BENZYLOXY)CARBONYL]-2-AZETIDINECARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CN(C1C(=O)O)C(=O)OCC2=CC=CC=C2
• Isomeric SMILES: C1CN([C@@H]1C(=O)O)C(=O)OCC2=CC=CC=C2
• Uses: (S)-1-((Benzyloxy)carbonyl)azetidine-2-carboxylic Acid is an intermediate for the synthesis of Mugineic Acid Ammonium Salt (M792005). Mugineic Acid, a possible phytosiderophore of graminaceous plants, has iron chelation potency and antioxidant activity.

Technology Process of (2S)-1-(Benzyloxycarbonyl)azetidine-2-carboxylic acid

There total 9 articles about (2S)-1-(Benzyloxycarbonyl)azetidine-2-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: 99.2%

→ (2S)-1-(benzyloxycarbonyl)azetidine-2-carboxylic acid (25654-52-8)

Guidance literature:

Reference yield: 99.0%

(2S)-methyl-1-(benzyloxycarbonyl)azetidine-2-carboxylate → (2S)-1-(benzyloxycarbonyl)azetidine-2-carboxylic acid (25654-52-8)

Guidance literature:

With hydrogenchloride; LiOH; In methanol; water;

Reference yield: 97.0%

benzyl chloroformate (501-53-1,94274-21-2) + (2S)-azetidine-2-carboxylic acid (2133-34-8,20063-89-2) → (2S)-1-(benzyloxycarbonyl)azetidine-2-carboxylic acid (25654-52-8)

Guidance literature:

With sodium hydroxide; In water; at 0 ℃; for 2h;

DOI:10.1016/j.tetlet.2004.03.061

upstream raw materials:

N-benzyloxycarbonyl-(S)-(-)-2-azetidine-carboxylic acid

benzyl chloroformate

(2S)-azetidine-2-carboxylic acid

(R)-4-N-benzyloxycarbonylamino-2-chlorobutyric acid

Downstream raw materials:

N-benzyloxycarbonyl azetidine-2-carboxylate methyl ester

(S)-1-benzyl 2-tert-butyl azetidine-1,2-dicarboxylate

(2S)-1-(Benzyloxycarbonyl)azetidine-2-carboxylic acid chloride

C₃₈H₃₆N₄O₆