2-Epilentiginosine

Base Information

• Chemical Name: 2-Epilentiginosine
• CAS No.: 108866-42-8
• Molecular Formula: C₈H₁₅NO₂
• Molecular Weight: 157.213
• UNII: O4TM75A10U
• Nikkaji Number: J476.041G
• Wikidata: Q27285327
• Metabolomics Workbench ID: 108768
• Mol file: 108866-42-8.mol

Synonyms:2-epilentiginosine

Chemical Property of 2-Epilentiginosine

Chemical Property:

• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 157.110278721
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCN2CC(C(C2C1)O)O
• Isomeric SMILES: C1CCN2C[C@H]([C@H]([C@@H]2C1)O)O

Technology Process of 2-Epilentiginosine

There total 27 articles about 2-Epilentiginosine 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: 92.8%

(3aR,9aS,9bS)-2,2-diethyloctahydro-[1,3]dioxolo[4,5-a]indolizine → (-)-2-epi-lentiginosine (108866-42-8,125279-72-3)

Guidance literature:

With sulfuric acid; In methanol; water; at 50 ℃; for 12h;

DOI:10.1002/chem.201404659

Reference yield: 90.0%

(3aR,9aS,9bS)-2,2-dimethyloctahydro-[1,3]dioxolo[4,5-a]indolizine (108796-01-6) → (-)-2-epi-lentiginosine (108866-42-8,125279-72-3)

Guidance literature:

With hydrogenchloride; Heating;

DOI:10.1016/S0040-4039(03)00512-4

Reference yield: 89.0%

(1S,2R,8aS)-1,2-bis(benzyloxy)octahydroindolizine (1357981-36-2) → (-)-2-epi-lentiginosine (108866-42-8,125279-72-3)

Guidance literature:

With formic acid; palladium 10% on activated carbon; In methanol;

DOI:10.1016/j.tet.2011.12.063

upstream raw materials:

(3aR,9aS,9bS)-2,2-dimethyloctahydro-[1,3]dioxolo[4,5-a]indolizine

(1S,2S,8aS)-1,2-(isopropylidenedioxy)-1,5,6,7,8,8a-hexahydro-3(2H)-indolizinone

2,3,5,6-di-O-isopropylidene-D-mannono-1,4-lactone

(3aS,4S,6aR)-4-((E)-4-Benzyloxy-but-1-enyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole