Desglucocheirotoxol

Base Information

• Chemical Name: Desglucocheirotoxol
• CAS No.: 29336-13-8
• Molecular Formula: C₂₉H₄₄O₁₀
• Molecular Weight: 552.662
• Metabolomics Workbench ID: 129111
• Wikidata: Q105277203
• Mol file: 29336-13-8.mol

Synonyms:Desglucocheirotoxol;DEGLUCOCHEIROTOXOL;COVALLAROTOXOL;CHEBI:176019;NS00093786;3-[5,14-dihydroxy-10-(hydroxymethyl)-13-methyl-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2,3,4,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-uran-5-one

Chemical Property of Desglucocheirotoxol

Chemical Property:

• XLogP3: -0.6
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 552.29344760
• Heavy Atom Count: 39
• Complexity: 1020

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C(C(C(C(O1)OC2CCC3(C4CCC5(C(CCC5(C4CCC3(C2)O)O)C6=CC(=O)OC6)C)CO)O)O)O

Technology Process of Desglucocheirotoxol

There total 8 articles about Desglucocheirotoxol 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:

C51H57BO13 → convallatoxol (3253-62-1,4336-97-4,29336-13-8)

Guidance literature:

With methanol; ammonia; at 20 ℃; for 18h;

DOI:10.1038/s41429-019-0172-1

Reference yield:

strophanthidin (66-28-4) → convallatoxol (3253-62-1,4336-97-4,29336-13-8)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium tetrahydroborate; ethanol / 2 h / 20 °C / Cooling with ice

2: dichloromethane / 2 h / 20 °C / Molecular sieve

3: trifluorormethanesulfonic acid / dichloromethane / 5 h / 0 - 20 °C

4: methanol; ammonia / 18 h / 20 °C

With methanol; sodium tetrahydroborate; ethanol; trifluorormethanesulfonic acid; ammonia; In dichloromethane;

DOI:10.1038/s41429-019-0172-1

Reference yield:

strophantidol (560-54-3) → convallatoxol (3253-62-1,4336-97-4,29336-13-8)

Guidance literature:

Multi-step reaction with 3 steps

1: dichloromethane / 2 h / 20 °C / Molecular sieve

2: trifluorormethanesulfonic acid / dichloromethane / 5 h / 0 - 20 °C

3: methanol; ammonia / 18 h / 20 °C

With methanol; trifluorormethanesulfonic acid; ammonia; In dichloromethane;

DOI:10.1038/s41429-019-0172-1

upstream raw materials:

strophanthidin

strophantidol