2-Amino-4-(3-hydroxy-2-oxoazacyclobutan-3-yl)butanoic acid

Base Information

• Chemical Name: 2-Amino-4-(3-hydroxy-2-oxoazacyclobutan-3-yl)butanoic acid
• CAS No.: 65709-93-5
• Molecular Formula: C7H12N2O4
• Molecular Weight: 188.183
• Hs Code.: 2933790090
• Nikkaji Number: J93.442I
• Wikipedia: Tabtoxinine_%CE%B2-lactam
• Mol file: 65709-93-5.mol

Synonyms:2-amino-4-(3-hydroxy-2-oxoazacyclobutan-3-yl)butanoic acid;tabtoxinine beta-lactam

Chemical Property of 2-Amino-4-(3-hydroxy-2-oxoazacyclobutan-3-yl)butanoic acid

Chemical Property:

• Vapor Pressure: 3.19E-13mmHg at 25°C
• Boiling Point: 525.2°C at 760 mmHg
• Flash Point: 271.4°C
• PSA: 116.14000
• Density: 1.467g/cm³
• LogP: -0.98440
• XLogP3: -4.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 188.07970687
• Heavy Atom Count: 13
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(=O)N1)(CCC(C(=O)O)N)O

Technology Process of 2-Amino-4-(3-hydroxy-2-oxoazacyclobutan-3-yl)butanoic acid

There total 23 articles about 2-Amino-4-(3-hydroxy-2-oxoazacyclobutan-3-yl)butanoic 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%

(S)-2-Benzyloxycarbonylamino-4-((S)-3-hydroxy-2-oxo-azetidin-3-yl)-butyric acid (137627-23-7) → (3S,3'S)-3-(3'-amino-3'-carboxypropyl)-3-hydroxy-2-azetidinone (65709-93-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In water; for 2h; under 760 Torr;

DOI:10.1021/jo00027a024

Reference yield: 100.0%

(3S,3'S)-1-benzyloxy-3-(3'-benzyloxycarbonyl-3'-benzyloxycarbonylaminopropyl)-3-hydroxy-2-azetidinone (956007-31-1) → (3S,3'S)-3-(3'-amino-3'-carboxypropyl)-3-hydroxy-2-azetidinone (65709-93-5)

Guidance literature:

With hydrogen; nickel; In methanol; water; at 20 ℃; for 2h;

DOI:10.1055/s-2007-983785

Reference yield: 100.0%

benzyl (4S*,7S*)-6-benzyloxycarbonyl-1-oxo-5-oxa-2,6-diazaspiro<3.5>nonane-7-carboxylate (102136-55-0) → (+/-)-tabtoxinine-β-lactam (65709-93-5,102209-37-0,137764-24-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1039/c39850001549

upstream raw materials:

benzyl (4S*,7S*)-6-benzyloxycarbonyl-1-oxo-5-oxa-2,6-diazaspiro<3.5>nonane-7-carboxylate

(3S*,6S*)-6-<(amino)methyl>-2,3-bis(benzyloxycarbonyl)perhydro-1,2-oxazine-6-carboxylic acid

(3S*,6S*)-2-benzyloxycarbonyl-6-<<(tert-butoxycarbonyl)amino>methyl>perhydro-1,2-oxazine-3,6-dicarboxylic acid

(3S*,6S*)-2,3-bis(benzyloxycarbonyl)-6-<<(tert-butoxycarbonyl)amino>methyl>perhydro-1,2-oxazine-6-carboxylic acid

Downstream raw materials:

tabtoxinine-δ-lactam