2,7-DIAMINO-OCTANEDIOIC ACID

Base Information

• Chemical Name: 2,7-DIAMINO-OCTANEDIOIC ACID
• CAS No.: 84211-42-7
• Molecular Formula: C8H16N2O4
• Molecular Weight: 204.226
• Mol file: 84211-42-7.mol

Synonyms:2,7-diamino-octanedioic acid;2,7-Diamino-octandisaeure;2,7-diaminosuberic acid;

Chemical Property of 2,7-DIAMINO-OCTANEDIOIC ACID

Chemical Property:

• Vapor Pressure: 7.16E-09mmHg at 25°C
• Boiling Point: 437.3°Cat760mmHg
• PKA: pK1:1.84(+2);pK2:2.64(+1);pK3:9.23(0);pK4:9.89(+1) (20°C,μ=0.1)
• Flash Point: 218.3°C
• PSA: 126.64000
• Density: 1.292g/cm³
• LogP: 0.77120

Purity/Quality:

2,7-DIAMINOOCTANEDIOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,7-DIAMINO-OCTANEDIOIC ACID

There total 11 articles about 2,7-DIAMINO-OCTANEDIOIC 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:

(S,S)-2,7-Diamino-(E)-oct-4-ene-1,8-dioic acid dihydrochloride → 2,7-diaminooctanedioic acid (84211-42-7)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / palladium on carbon / ethanol

2: propylene oxide

With hydrogen; methyloxirane; palladium on activated charcoal; In ethanol;

DOI:10.1016/0040-4039(95)01574-2

Reference yield:

→ 2,7-diaminooctanedioic acid (84211-42-7)

Guidance literature:

With ammonium carbonate; ammonia; at 120 ℃;

Reference yield:

bis(acetamidoethylmalonyl)-1,4 butane (5183-02-8) → 2,7-diaminooctanedioic acid (84211-42-7)

Guidance literature:

With hydrogen bromide;

upstream raw materials:

1,6-bis-formylamino-hexane-1,1,6,6-tetracarboxylic acid tetraethyl ester

bis(acetamidoethylmalonyl)-1,4 butane

meso-α,α'-Dibrom-korksaeure

diethyl 2,7-dibromooctanedioate

Downstream raw materials:

1,6-Hexanediamine

Refernces

Useful Intermediates for Synthesis of Dicarba Analogues of Cystine Peptides: Selectively Protected α-Aminosuberic Acid and α,α'-Diaminosuberic Acid of Defined Stereochemistry

10.1021/jo01303a028

The research describes practical procedures for synthesizing selectively protected a-aminosuberic acid and a,a'-diaminosuberic acid using mixed Kolbe electrolytic decarboxylative dimerization of different carboxylic acids. The purpose of the study is to develop a method for creating these intermediates, which are useful in the preparation of dicarba and desaminodicarba analogues of cystine peptides, known for their high biological activity and enhanced stability due to the absence of reducible disulfide linkages. The key chemicals used include a-tert-butyl N-Boc-L-glutamate (2a), a-methyl N-Cbz-L-glutamate (1), a-tert-butyl N-Boc-D-glutamate (2b), and methyl glutarate (8). The study concludes that by using readily available selectively blocked glutamic acid derivatives and incorporating desired protecting groups and stereochemistry prior to Kolbe dimerization, the desired unsymmetrical dimers can be isolated without racemization of chiral centers. The method provides a practical and efficient way to synthesize optically pure, selectively protected diamino- and monoamino suberic acid derivatives for use in peptide synthesis.