cis-2-Aminocyclobutane-1-carboxylic acid

Base Information

• Chemical Name: cis-2-Aminocyclobutane-1-carboxylic acid
• CAS No.: 221158-95-8
• Molecular Formula: C₅H₉NO₂
• Molecular Weight: 115.132
• ChEMBL ID: CHEMBL1196020
• DSSTox Substance ID: DTXSID301272388
• Nikkaji Number: J1.033.468C
• Mol file: 221158-95-8.mol

Synonyms:cis-2-Aminocyclobutane-1-carboxylic acid;84585-76-2;(1R,2S)-2-aminocyclobutanecarboxylic acid;221158-95-8;(1R,2S)-2-aminocyclobutane-1-carboxylic acid;(1R,2S)-rel-2-Aminocyclobutanecarboxylic acid hydrochloride;SCHEMBL4858169;CHEMBL1196020;DTXSID301272388;(1R,2S)-2-aminocyclobutanecarboxylicacid;CS-0055531;P14693;EN300-1069191;Cyclobutanecarboxylic acid, 2-amino-, (1R,2S)-

Chemical Property of cis-2-Aminocyclobutane-1-carboxylic acid

Chemical Property:

• XLogP3: -2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 115.063328530
• Heavy Atom Count: 8
• Complexity: 113

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(C1C(=O)O)N
• Isomeric SMILES: C1C[C@@H]([C@@H]1C(=O)O)N

Technology Process of cis-2-Aminocyclobutane-1-carboxylic acid

There total 9 articles about cis-2-Aminocyclobutane-1-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%

2-benzyloxycarbonylamino-(1R,2S)-cyclobutane-1-carboxylic acid (221158-93-6) → (1R,2S)-cis-2-amino-cyclobutane-1-carboxylic acid (221158-95-8,84585-76-2,84585-77-3,951173-26-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 1.5h; under 760 Torr;

DOI:10.1021/jo0510843

Reference yield: 93.0%

(1R,2S)-cis-2-benzyloxycarbonylamino-cyclobutane-1-carboxylic acid benzyl ester → (1R,2S)-cis-2-amino-cyclobutane-1-carboxylic acid (221158-95-8,84585-76-2,84585-77-3,951173-26-5)

Guidance literature:

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

DOI:10.1016/S0957-4166(03)00579-2

Reference yield: 91.0%

(-)-(1R,2S)-2-(t-butyloxycarbonylamino)cyclobutane-carboxamide (1140194-63-3) → (1R,2S)-cis-2-amino-cyclobutane-1-carboxylic acid (221158-95-8,84585-76-2,84585-77-3,951173-26-5)

Guidance literature:

(-)-(1R,2S)-2-(t-butyloxycarbonylamino)cyclobutane-carboxamide; With nitrosylsulfuric acid; sulfuric acid; water; at 20 ℃; for 2h; Cooling with ice;

In water;

DOI:10.1021/jo900175p

upstream raw materials:

2-benzyloxycarbonylamino-(1R,2S)-cyclobutane-1-carboxylic acid

(-)-(1S,6R)-2,4-diazabicyclo[4.2.0]octane-3,5-dione

(-)-(1S,6R)-2-[(1S)-1-phenylethyl]-2,4-diazabicyclo[4.2.0]octane-3,5-dione

(-)-(1R,5aR,7aS)-1-phenyl-1,2,5a,6,7,7a-hexahydro-5H-cyclobuta[e][1,3]oxazolo[3,2-a]pyrimidin-5-one

Downstream raw materials:

(-)-(1R,2S)-2-[(tert-butyloxycarbonyl)amino]cyclobutanecarboxylic acid