L-2,3-Diaminopropionic acid

Base Information

• Chemical Name: L-2,3-Diaminopropionic acid
• CAS No.: 4033-39-0
• Molecular Formula: C₃H₈N₂O₂
• Molecular Weight: 104.109
• Hs Code.: 2922499990
• UNII: JE1TUV83JA
• DSSTox Substance ID: DTXSID80193328
• Nikkaji Number: J38.127F
• Wikipedia: 2,3-Diaminopropionic_acid
• Wikidata: Q17097143
• Metabolomics Workbench ID: 1875
• ChEMBL ID: CHEMBL103247
• Mol file: 4033-39-0.mol

Synonyms:2,3-diaminopropanoic acid;2,3-diaminopropionic acid;2,3-diaminopropionic acid, (D)-isomer;2,3-diaminopropionic acid, (DL)-isomer;2,3-diaminopropionic acid, (DL)-isomer, monohydrochloride;2,3-diaminopropionic acid, (L)-isomer;2,3-diaminopropionic acid, (L)-isomer, monohydrochloride;2-amino-beta-alanine;3-aminoalanine;alpha,beta-diaminopropionic acid;beta-aminoalanine

Chemical Property of L-2,3-Diaminopropionic acid

Chemical Property:

• Vapor Pressure: 4.58E-05mmHg at 25°C
• Refractive Index: 1.522
• Boiling Point: 325.615 °C at 760 mmHg
• PKA: 1.76±0.10(Predicted)
• Flash Point: 150.727 °C
• PSA: 89.34000
• Density: 1.295 g/cm³
• LogP: -0.24240
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -4.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 104.058577502
• Heavy Atom Count: 7
• Complexity: 73.3

Purity/Quality:

98%min ^*data from raw suppliers

L-2,3-Diaminopropionicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of L-2,3-Diaminopropionic acid

There total 38 articles about L-2,3-Diaminopropionic 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:

haloirciniamide A → (S)-2,3-diaminopropionic acid (515-94-6,1915-96-4,4033-39-0,6018-54-8) + L-isoserine (565-71-9,632-11-1,632-12-2,632-13-3) + (2R)-aspartic acid (1783-96-6,25608-40-6,27881-03-4,32505-46-7,52526-39-3)

Guidance literature:

haloirciniamide A; With hydrogenchloride; In water; at 110 ℃; for 15h;

With sodium hydrogencarbonate; N-(2,4-dinitro-5-fluorophenyl)-L-alaninamide; In water; acetone; at 40 ℃; for 1h;

DOI:10.3390/MD18080396

Reference yield:

(11S)-cyclocinamide A (194427-76-4) → (S)-2,3-diaminopropionic acid (515-94-6,1915-96-4,4033-39-0,6018-54-8) + L-isoserine (565-71-9,632-11-1,632-12-2,632-13-3) + L-Aspartic acid (56-84-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + 5-bromo-DL-tryptophan (6548-09-0,25197-99-3,93299-40-2)

Guidance literature:

With hydrogenchloride; water; In phenol; at 110 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ol300576n

Reference yield:

coprisamide C → D-Alanine (338-69-2,25191-17-7,18875-37-1) + L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + (S)-2,3-diaminopropionic acid (515-94-6,1915-96-4,4033-39-0,6018-54-8) + D-Serine (312-84-5,83245-15-2) + (R)-leucine (328-38-1,21675-61-6,25248-98-0,70-45-1) + (2S,3S)-3-methylaspartic acid (6061-13-8)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 2h;

DOI:10.1021/acs.jnatprod.0c00864

upstream raw materials:

(R)-2,3-bis-(2-chloro-acetylamino)-propionic acid

N^α-Tos-D-A₂pr

(2R)-aspartic acid

L-3-acetyl-amino-2-amino-propionic acid

Downstream raw materials:

C₄H₁₀N₂O₂

(R)-2,3-bis-tert-butoxycarbonylaminopropionic acid

L-2-Amino-3-ureido-propanoic acid

(S)-2,3-Bis-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-propionic acid

Refernces

• 1、 Fernández, Rogelio,Bayu, Asep,Hadi, Tri Aryono,Bueno, Santiago,Pérez, Marta,Cuevas, Carmen,Putra, Masteria Yunovilsa. "Unique polyhalogenated peptides from the marine sponge Ircinia sp.". . . Retrieved 2020/08/28.
• 2、 Karadeniz, Leman,Astley, Stephen T.. "Catalyst functional group cooperativity in the amino acid-catalysed nitroaldol condensation reaction". . p. 3407 - 3415. Retrieved 2013/09/23.