16-Formyl-gitoxigenin

Base Information

• Chemical Name: 16-Formyl-gitoxigenin
• CAS No.: 514-21-6
• Molecular Formula: C24H34 O6
• Molecular Weight: 418.53
• DSSTox Substance ID: DTXSID20965708
• Mol file: 514-21-6.mol

Synonyms:16-Formyl-gitoxigenin;BRN 0057855;EINECS 208-179-9;3-beta,14,16-beta-Trihydroxy-5-beta-card-20(22)-enolide 16-formate;5-beta-CARD-20(22)-ENOLIDE, 3-beta,14,16-beta-TRIHYDROXY-, 16-FORMATE;Card-20(22)-enolide, 16-(formyloxy)-3,14-dihydroxy-, (3-beta,5-beta,16-beta)-;3beta,14,16beta-Trihydroxy-5beta-card-20(22)-enolide 16-formate;4-18-00-02457 (Beilstein Handbook Reference);DTXSID20965708;LS-52515;16-(Formyloxy)-3,14-dihydroxycard-20(22)-enolide

Chemical Property of 16-Formyl-gitoxigenin

Chemical Property:

• Boiling Point: 589.9°Cat760mmHg
• Flash Point: 199.9°C
• PSA: 93.06000
• Density: 1.27g/cm³
• LogP: 3.39170
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 418.23553880
• Heavy Atom Count: 30
• Complexity: 778

Purity/Quality:

98%min ^*data from raw suppliers

3BETA,14,16BETA-TRIHYDROXY-5BETA-CARD-20(22)-ENOLIDE 16-FORMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC(CC1CCC3C2CCC4(C3(CC(C4C5=CC(=O)OC5)OC=O)O)C)O
• Isomeric SMILES: C[C@]12CC[C@@H](C[C@H]1CCC3C2CC[C@]4([C@@]3(C[C@@H]([C@@H]4C5=CC(=O)OC5)OC=O)O)C)O

Technology Process of 16-Formyl-gitoxigenin

There total 7 articles about 16-Formyl-gitoxigenin 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: 18.0%

formyl acetic anhydride (2258-42-6) + gitoxigenin (545-26-6) → ditaloxigenin 16β-formate (514-21-6) + ditoxigenin 3β-formate (1253-23-2) + gitoxigenin 3β,16β-diformate (1256-58-2)

Guidance literature:

With sodium formate; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

DOI:10.1021/jm00156a017

Reference yield:

gitoxin (4562-36-1) → ditaloxigenin 16β-formate (514-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / 0.08 N aq. H₂SO₄ / methanol / 2.5 h / Heating

2: 45 percent / sodium formate / dimethylformamide / 1 h / Ambient temperature

With sulfuric acid; sodium formate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00156a017

Reference yield:

gitaloxin (3261-53-8) → ditaloxigenin 16β-formate (514-21-6)

Guidance literature:

With hydrogenchloride; acetone;

upstream raw materials:

gitaloxin

sodium formate

N,N-dimethyl-formamide

formyl acetic anhydride

Refernces