Diaminopimelate

Base Information

• Chemical Name: Diaminopimelate
• CAS No.: 583-93-7
• Molecular Formula: C₇H₁₄N₂O₄
• Molecular Weight: 190.199
• Hs Code.: 29224999
• Mol file: 583-93-7.mol

Synonyms:diaminopimelate;2,6-diaminopimelate

Chemical Property of Diaminopimelate

Chemical Property:

• Appearance/Colour: white to beige powder and/or chunks
• Vapor Pressure: 1.78E-08mmHg at 25°C
• Melting Point: 295 °C (dec.)(lit.)
• Refractive Index: 1.543
• Boiling Point: 426.7 °C at 760 mmHg
• PKA: 2.20±0.24(Predicted)
• Flash Point: 211.8 °C
• PSA: 126.64000
• Density: 1.344 g/cm³
• LogP: 0.38110
• Storage Temp.: Store at RT.
• Solubility.: Water (Slightly, Heated)
• Water Solubility.: Soluble in water, diluted acids and alkali.
• XLogP3: -4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 190.09535693
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

97% ^*data from raw suppliers

2,6-Diaminopimelic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CC(C(=O)[O-])[NH3+])CC(C(=O)[O-])[NH3+]
• Uses: Mixture of LL-, DD- and meso-isomers 2,6-Diaminopimelic acid is used as a constituent of proteoglycans. It is used as a component of bacterial cell wall. 2,6-Diaminopimelic acid (2,6-DAP) can be used as a building block in the synthesis of tripeptides , and γ-glutamyldiaminopimelic acid derivatives.

Technology Process of Diaminopimelate

There total 69 articles about Diaminopimelate 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: 98.0%

dimethyl (2R,6S)-2,6-bis[(tert-butoxycarbonyl)amino]heptanedioate (354576-23-1,370860-89-2) → (2R,6S)-2,6-diaminoheptanedioic acid (583-93-7,922-54-3,2577-62-0,14289-34-0,17121-19-6,1356383-43-1)

Guidance literature:

dimethyl (2R,6S)-2,6-bis[(tert-butoxycarbonyl)amino]heptanedioate; With hydrogenchloride; at 70 ℃; for 3h;

With methyloxirane; In ethanol; at 20 ℃; for 10h; Further stages.;

DOI:10.1021/jo010865a

Reference yield: 92.0%

(3R,7S)-[1,2]Diazepane-3,7-dicarboxylic acid (752179-45-6) → (2R,6S)-2,6-diaminoheptanedioic acid (583-93-7,922-54-3,2577-62-0,14289-34-0,17121-19-6,1356383-43-1)

Guidance literature:

With hydrogenchloride; hydrogen; platinum(IV) oxide; under 3040 Torr;

DOI:10.1248/cpb.43.535

Reference yield: 70.0%

5,5'-trimethylenedihydantoin (41980-32-9) → 2,6-diaminopimelic acid (922-54-3,2577-62-0,14289-34-0,17121-19-6,583-93-7,1356383-43-1)

Guidance literature:

With hydrogen bromide; for 36h; Heating;

upstream raw materials:

di-Z-meso-2,2'-diaminopimelic acid

L-2-amino-6-ketopimelate

(3R,7S)-[1,2]Diazepane-3,7-dicarboxylic acid

Succinimide

Downstream raw materials:

di-Z-meso-2,2'-diaminopimelic acid

L-2-amino-6-ketopimelate

meso-2,6-Bis-benzyloxycarbonylamin-pimelinsaeure-bisoctadecylamid

meso-2,6-Bis-<α-tolylsulfonylamino>-pimelinsaeure