Elaiomycin

Base Information

• Chemical Name: Elaiomycin
• CAS No.: 23315-05-1
• Molecular Formula: C₁₃H₂₆N₂O₃
• Molecular Weight: 258.361
• UNII: 227V1PL5TF
• ChEMBL ID: CHEMBL2152468
• DSSTox Substance ID: DTXSID801028152
• Metabolomics Workbench ID: 106354
• Wikidata: Q77511969,Q104923566
• Wikipedia: Elaiomycin
• Mol file: 23315-05-1.mol

Synonyms:elaiomycin;elaiomycin, (S-(R*,R*-(E,Z)))-isomer

Chemical Property of Elaiomycin

Chemical Property:

• Vapor Pressure: 1.59E-07mmHg at 25°C
• Refractive Index: nD25 1.4798
• Boiling Point: 385.3°Cat760mmHg
• Flash Point: 186.8°C
• PSA: 70.57000
• Density: 1g/cm³
• LogP: 3.35200
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 258.19434270
• Heavy Atom Count: 18
• Complexity: 255

Purity/Quality:

99% ^*data from raw suppliers

ELAIOMYCIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC=C[N+](=NC(COC)C(C)O)[O-]
• Isomeric SMILES: CCCCCC/C=C\[N+](=N[C@@H](COC)[C@H](C)O)[O-]

Technology Process of Elaiomycin

There total 9 articles about Elaiomycin 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:

((1S,2S)-2-Hydroxy-1-methoxymethyl-propyl)-carbamic acid ethyl ester (62365-22-4) → DS-threo-4-methoxy-3-((Z)-oct-1-en-c-yl-ONN-azoxy)-butan-2-ol (499-48-9,23315-05-1)

Guidance literature:

Multi-step reaction with 4 steps

1: imidazole / dimethylformamide

2: (i) N₂O₄, Et₂O, (ii) KOtBu, (iii) /BRN= 969135/, HMPT

3: (i) iPr₂NLi, THF, (ii) MeSO₂Cl, Py, (iii) Et₃N, toluene

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1021/ja00447a060

Reference yield:

N-[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethyl-propyl]-N'-((E)-oct-1-enyl)-diazene N'-oxide (62365-29-1) → DS-threo-4-methoxy-3-((Z)-oct-1-en-c-yl-ONN-azoxy)-butan-2-ol (499-48-9,23315-05-1)

Guidance literature:

Multistep reaction;

DOI:10.1021/ja00447a060

Reference yield:

L-serin (56-45-1,83245-15-2) → elaiomycin (23315-05-1)

Guidance literature:

Streptomyces gelaticus;

DOI:10.1021/ja00331a077

upstream raw materials:

N-[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethyl-propyl]-N'-((E)-oct-1-enyl)-diazene N'-oxide

heptanal

[(1S,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethyl-propyl]-carbamic acid ethyl ester

((1S,2S)-2-Hydroxy-1-methoxymethyl-propyl)-carbamic acid ethyl ester

Downstream raw materials:

D_S-threo-3-acetoxy-1-methoxy-2-((Z)-oct-1-en-c-yl-ONN-azoxy)-butane

n-Octylamine

(2S,3S)-3-acetoxy-2-acetylamino-1-methoxy-butane

Refernces