(2R)-2-{[(2R)-2-ammoniopropanoyl]amino}propanoate

Base Information

• Chemical Name: (2R)-2-{[(2R)-2-ammoniopropanoyl]amino}propanoate
• CAS No.: 923-16-0
• Molecular Formula: C6H12N2O3
• Molecular Weight: 160.173
• Hs Code.: 2924199090
• Metabolomics Workbench ID: 130091
• Mol file: 923-16-0.mol

Synonyms:CHEBI:57822;D-ALANYL-D-ALANINE ZWITTERION;(2R)-2-{[(2R)-2-ammoniopropanoyl]amino}propanoate

Chemical Property of (2R)-2-{[(2R)-2-ammoniopropanoyl]amino}propanoate

Chemical Property:

• Appearance/Colour: WHITE TO OFF-WHITE POWDER
• Melting Point: 286 - 288oC
• Boiling Point: 402.6 °C at 760 mmHg
• PKA: 3.16±0.10(Predicted)
• Flash Point: 197.3 °C
• PSA: 92.42000
• Density: 1.208 g/cm³
• LogP: 0.01410
• Storage Temp.: −20°C
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 160.08479225
• Heavy Atom Count: 11
• Complexity: 164

Purity/Quality:

97% ^*data from raw suppliers

D-Ala-D-Ala-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C(=O)NC(C)C(=O)[O-])[NH3+]
• Isomeric SMILES: C[C@H](C(=O)N[C@H](C)C(=O)[O-])[NH3+]

Technology Process of (2R)-2-{[(2R)-2-ammoniopropanoyl]amino}propanoate

There total 31 articles about (2R)-2-{[(2R)-2-ammoniopropanoyl]amino}propanoate 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:

N-pyruvoyl-alanine (2392-63-4,188300-91-6,877036-29-8) + water (7732-18-5) + phenylglycin (2835-06-5) → DL-α-alanylalanine (1115-78-2,1948-31-8,2867-20-1,3695-80-5,56271-29-5,59247-16-4,90580-65-7,90760-70-6,99265-26-6,923-16-0,110652-05-6,210687-33-5,2392-61-2) + carbon dioxide (124-38-9,18923-20-1) + benzaldehyde (100-52-7)

Guidance literature:

Reference yield:

DL-2-(2-hydroxyimino-propionylamino)-propionic acid (128982-78-5,130610-62-7,188302-36-5) → DL-α-alanylalanine (1115-78-2,1948-31-8,2867-20-1,3695-80-5,56271-29-5,59247-16-4,90580-65-7,90760-70-6,99265-26-6,923-16-0,110652-05-6,210687-33-5,2392-61-2)

Guidance literature:

With ethanol; platinum; Hydrogenation;

DOI:10.1021/ja01275a067

Reference yield:

→ DL-α-alanylalanine (1115-78-2,1948-31-8,2867-20-1,3695-80-5,56271-29-5,59247-16-4,90580-65-7,90760-70-6,99265-26-6,923-16-0,110652-05-6,210687-33-5,2392-61-2)

Guidance literature:

With ammonium hydroxide; palladium; Hydrogenation;

upstream raw materials:

DL-2-(2-hydroxyimino-propionylamino)-propionic acid

N-(2-bromo-propionyl)-alanine

cyclo(-DL-Ala-DL-Ala-)

AlaOEt

Downstream raw materials:

cyclo(-DL-Ala-DL-Ala-)

adenosine 2',3'-cyclic monophosphate

D-alanyl-D-alanine methyl ester hydrochloride

UDP-MurNAc-L-Ala-γ-D-Glu-meso-A2pm-D-Ala-D-Ala