Desmosine

Base Information

• Chemical Name: Desmosine
• CAS No.: 11003-57-9
• Molecular Formula: C₂₄H₄₀N₅O₈
• Molecular Weight: 526.61
• UNII: 4MOL2J0TLY
• DSSTox Substance ID: DTXSID801106522
• Metabolomics Workbench ID: 37315
• NCI Thesaurus Code: C124071
• Nikkaji Number: J3.169.077C
• Wikipedia: Desmosine
• Mol file: 11003-57-9.mol

Synonyms:4-(4-Amino-4-Carboxybutyl)-1-(5-Amino-5-Carboxypentyl)-3,5-bis(3-Amino-3-Carboxypropyl)pyridinium;Desmosine

Chemical Property of Desmosine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 257.16000
• Density: g/cm³
• LogP: 1.78110
• XLogP3: -10.2
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 19
• Exact Mass: 526.28768825
• Heavy Atom Count: 37
• Complexity: 721

Purity/Quality:

98%,99%, ^*data from raw suppliers

Desmosine Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=C(C=[N+]1CCCCC(C(=O)O)N)CCC(C(=O)O)N)CCCC(C(=O)O)N)CCC(C(=O)O)N
• Isomeric SMILES: C1=C(C(=C(C=[N+]1CCCC[C@@H](C(=O)O)N)CC[C@@H](C(=O)O)N)CCC[C@@H](C(=O)O)N)CC[C@@H](C(=O)O)N

Technology Process of Desmosine

There total 16 articles about Desmosine 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%

3,5-bis-{20,20’-(tert-butoxycarbonyl)-20,20’-(S)-[bis-(tert-butoxycarbonyl)amino]propyl}-4-{16-(tert-butoxycarbonyl)-16-(S)-[bis-(tert-butoxycarbonyl)amino]butyl}-1-{11-(tert-butoxycarbonyl)-1-(S)-[(tert-butoxycarbonyl)amino]pentyl}pyridinium (1574867-66-5) → desmosine (11003-57-9)

Guidance literature:

With water; trifluoroacetic acid; at 20 ℃; for 2h;

DOI:10.1021/ol500333t

Reference yield:

C44H72N5O16(1+) → desmosine (11003-57-9)

Guidance literature:

With trifluoroacetic acid; In water; at 20 ℃; for 2h;

DOI:10.1039/c2cc17958j

Reference yield:

benzyl 2-(S)-[(tert-butoxycarbonyl)amino]-5-(trimethylsilyl)pent-4-ynoate (1364375-86-9) → desmosine (11003-57-9)

Guidance literature:

Multi-step reaction with 10 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran; ethanol / 1.5 h / 0 °C / Inert atmosphere

2.1: copper(l) iodide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 8.5 h / 20 °C / Inert atmosphere

3.1: hydrogen; palladium / methanol / 96 h / 20 °C

4.1: tetra-(n-butyl)ammonium iodide; caesium carbonate / N,N-dimethyl-formamide / 16 h / -20 - 20 °C / Inert atmosphere

5.1: toluene-4-sulfonic acid / methanol / 48 h / 20 °C / Inert atmosphere

5.2: 20 °C / Inert atmosphere

6.1: Dess-Martin periodane / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

7.1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 20 °C / Inert atmosphere

8.1: nitromethane / 99.5 h / 50 - 65 °C / Inert atmosphere

9.1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C

10.1: trifluoroacetic acid / water / 2 h / 20 °C

With sodium chlorite; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; trifuran-2-yl-phosphane; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; caesium carbonate; Dess-Martin periodane; toluene-4-sulfonic acid; palladium; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; nitromethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 2.1: Sonogashira coupling;

DOI:10.1039/c2cc17958j

upstream raw materials:

benzyl 2-(S)-[(tert-butoxycarbonyl)amino]-5-(trimethylsilyl)pent-4-ynoate

(S)-2-((tert-butoxycarbonyl)amino)-4-pentynoic acid benzyl ester

3,5-bis{[(S)-2,2-dimethyl-3-tert-buthoxycarbonyl-1,3-oxazolidin-4-yl]ethynyl}-4-iodopyridine

benzyl 2-(S)-[(tert-butoxycarbonyl)amino]-5-{bis[2''(S)-(2''',2'''-dimethyl-3'''-(tert-butoxycarbonyl)-4'''-oxazolidin)ethyn-1''-yl]pyridin-3',5'-yl}pent-4-ynoate

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 11003-57-9 2-amino-6-[4-(4-amino-4-carboxy-butyl)-3,5-bis(3-amino-3-carboxy-propyl)pyridin-1-yl]hexanoic acid

Send

Send

Metric Ton KG G Pound L ML

Send

Send