16-(Acetyloxy)-3-[(2,6-dideoxyhexopyranosyl)oxy]-14-hydroxycard-20(22)-enolide

Base Information

Chemical Name:16-(Acetyloxy)-3-[(2,6-dideoxyhexopyranosyl)oxy]-14-hydroxycard-20(22)-enolide
CAS No.:53735-71-0
Molecular Formula:C31H46 O9
Molecular Weight:562.701
Hs Code.:
DSSTox Substance ID:DTXSID90968504
Mol file:53735-71-0.mol

Synonyms:16-(acetyloxy)-3-[(2,6-dideoxyhexopyranosyl)oxy]-14-hydroxycard-20(22)-enolide;DTXSID90968504

Suppliers and Price of 16-(Acetyloxy)-3-[(2,6-dideoxyhexopyranosyl)oxy]-14-hydroxycard-20(22)-enolide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 5 raw suppliers

Chemical Property of 16-(Acetyloxy)-3-[(2,6-dideoxyhexopyranosyl)oxy]-14-hydroxycard-20(22)-enolide

Chemical Property:

Boiling Point:703.5±60.0 °C(Predicted)
PKA:13.68±0.70(Predicted)
PSA：131.75000
Density:1.30±0.1 g/cm3(Predicted)
LogP:3.02690
XLogP3:2.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:5
Exact Mass:562.31418304
Heavy Atom Count:40
Complexity:1060

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CC(C5C6=CC(=O)OC6)OC(=O)C)O)C)C)O)O

Technology Process of 16-(Acetyloxy)-3-[(2,6-dideoxyhexopyranosyl)oxy]-14-hydroxycard-20(22)-enolide

There total 9 articles about 16-(Acetyloxy)-3-[(2,6-dideoxyhexopyranosyl)oxy]-14-hydroxycard-20(22)-enolide 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: 28.5%

: 23394-05-0
(3β, 5β,14β,16β,17β)-3-<(2,6-dideoxy-3,4-O-(1-methylethylidene)-β-D-ribo-hexopyranosyl)oxy>-16-acetoxy-14-hydroxycard-20(22)-enolide

: 53735-71-0
gitoxigenin16β-acetate 3β-digitoxoside

: 465-15-6
oleandrigenin

Guidance literature:: With acetic acid; for 5h; Ambient temperature;
DOI:10.1021/jm00156a017

Reference yield:

: 27856-85-5,60873-59-8,70877-96-2
14,16β-dihydroxy-3β-(O⁴-{O⁴-[(R)-1-((R)-1-methyl-2-oxo-ethoxy)-3-oxo-propyl]-β-D-ribo-2,6-dideoxy-hexopyranosyl}-β-D-ribo-2,6-dideoxy-hexopyranosyloxy)-(5β,14β)-card-20(22)-enolide

: 53735-71-0
gitoxigenin16β-acetate 3β-digitoxoside

Guidance literature:: Multi-step reaction with 8 steps

1: NaBH₄ / methanol / 2 h

2: 0.05 N aq. HCl / methanol / 24 h / 22 °C

3: 75 percent / sodium metaperiodate / methanol / 2 h / 22 °C

4: NaBH₄ / methanol / 2 h

5: 0.05 N aq. HCl / methanol / 24 h / 22 °C

6: 72 percent / p-TsOH / 5 h / 22 °C

7: 96 percent / pyridine / 5 h / Ambient temperature

8: 78 percent / 60percent aq. AcOH / 5 h / Ambient temperature

With hydrogenchloride; sodium tetrahydroborate; sodium periodate; toluene-4-sulfonic acid; acetic acid; In pyridine; methanol;
DOI:10.1021/jm00156a017

Reference yield:

: 23394-03-8
(3β, 5β,14β,16β,17β)-3-<(2,6-dideoxy-3,4-O-(1-methylethylidene)-β-D-ribo-hexopyranosyl)oxy>-14,16-dihydroxycard-20(22)-enolide

: 53735-71-0
gitoxigenin16β-acetate 3β-digitoxoside

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / pyridine / 5 h / Ambient temperature

2: 78 percent / 60percent aq. AcOH / 5 h / Ambient temperature

With acetic acid; In pyridine;
DOI:10.1021/jm00156a017