14-Deoxydigoxigenin

Base Information

• Chemical Name: 14-Deoxydigoxigenin
• CAS No.: 119181-60-1
• Molecular Formula: C₂₃H₃₄O₄
• Molecular Weight: 374.521
• DSSTox Substance ID: DTXSID30922882
• Wikidata: Q76280571
• Mol file: 119181-60-1.mol

Synonyms:14-Deoxydigoxigenin;Digoxigenin, 14-deoxy-;Card-20(22)-enolide, 3,12-dihydroxy-, (3-beta,5-beta,12-beta)-;119181-60-1;DTXSID30922882;3,12-Dihydroxycard-20(22)-enolide;LS-52419

Chemical Property of 14-Deoxydigoxigenin

Chemical Property:

• Vapor Pressure: 1.19E-14mmHg at 25°C
• Boiling Point: 555.4°Cat760mmHg
• Flash Point: 190.6°C
• Density: 1.21g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 374.24570956
• Heavy Atom Count: 27
• Complexity: 671

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(CC1CCC3C2CC(C4(C3CCC4C5=CC(=O)OC5)C)O)O
• Isomeric SMILES: C[C@]12CC[C@@H](C[C@H]1CC[C@@H]3[C@@H]2C[C@H]([C@]4([C@H]3CC[C@@H]4C5=CC(=O)OC5)C)O)O

Technology Process of 14-Deoxydigoxigenin

There total 4 articles about 14-Deoxydigoxigenin 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:

3α,12α-diacetoxy-5β,14α-card-20(22)-enolide (2284-22-2,84582-16-1) → 3α,12α-dihydroxy-5β,14α-card-20(22)-enolide (84532-18-3,107421-98-7,119181-60-1)

Guidance literature:

With 1,4-dioxane; hydrogenchloride;

DOI:10.1002/hlca.194402701125

Reference yield:

3α,12α-bis(acetoxy)-5Hβ-pregnan-20-one (15991-93-2) → 3α,12α-dihydroxy-5β,14α-card-20(22)-enolide (84532-18-3,107421-98-7,119181-60-1)

Guidance literature:

Multi-step reaction with 3 steps

1: lead (IV)-acetate; acetic acid / 70 °C

2: zinc; benzene; dioxane / Erhitzen des Reaktionsprodukts mit Acetanhydrid und Pyridin

3: aqueous hydrochloric acid; dioxane

With 1,4-dioxane; lead(IV) acetate; hydrogenchloride; acetic acid; zinc; benzene;

DOI:10.1002/hlca.194402701125

Reference yield:

3α,12α,21-triacetoxy-5β-pregnan-20-one (115604-25-6) → 3α,12α-dihydroxy-5β,14α-card-20(22)-enolide (84532-18-3,107421-98-7,119181-60-1)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc; benzene; dioxane / Erhitzen des Reaktionsprodukts mit Acetanhydrid und Pyridin

2: aqueous hydrochloric acid; dioxane

With 1,4-dioxane; hydrogenchloride; zinc; benzene;

DOI:10.1002/hlca.194402701125

upstream raw materials:

3α,12α-diacetoxy-5β,14α-card-20(22)-enolide

3α,12α-bis(acetoxy)-5Hβ-pregnan-20-one

3α,12α,21-triacetoxy-5β-pregnan-20-one