[(3S,5R,8R,9S,10S,13R,16R,17S)-3-[(2R,4S,5R,6R)-4,5-bis[[(2R,4S,5R,6R) -4,5-dihydroxy-6-methyl-oxan-2-yl]oxy]-6-methyl-oxan-2-yl]oxy-14-hydro xy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15, 16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate

Base Information

• Chemical Name: [(3S,5R,8R,9S,10S,13R,16R,17S)-3-[(2R,4S,5R,6R)-4,5-bis[[(2R,4S,5R,6R) -4,5-dihydroxy-6-methyl-oxan-2-yl]oxy]-6-methyl-oxan-2-yl]oxy-14-hydro xy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15, 16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate
• CAS No.: 29362-48-9
• Molecular Formula: C₄₃H₆₆O₁₅
• Molecular Weight: 822.988
• Mol file: 29362-48-9.mol

Synonyms:5b-Card-20(22)-enolide, 3b-[(O-2,6-dideoxy-b-D-ribo-hexopyranosyl-(1®4)-O-2,6-dideoxy-b-D-ribo-hexopyranosyl-(1®4)-2,6-dideoxy-b-D-ribo-hexopyranosyl)oxy]-14,16a-dihydroxy-, 16-acetate (8CI);D-ribo-Hexopyranoside, 3b,14,16a-trihydroxy-5b-card-20(22)-enolide-3O-2,6-dideoxy-b-D-ribo-hexopyranosyl-(1®4)-O-2,6-dideoxy-b-D-ribo-hexopyranosyl-(1®4)-2,6-dideoxy-, 16-acetate, b- (8CI); 16-Acetyl-16-epigitoxin;16-Acetyl-16a-gitoxin;16-Epigitoxigenin tridigitoxoside-16-acetate; 16-Epigitoxin 16a-acetate

Chemical Property of [(3S,5R,8R,9S,10S,13R,16R,17S)-3-[(2R,4S,5R,6R)-4,5-bis[[(2R,4S,5R,6R) -4,5-dihydroxy-6-methyl-oxan-2-yl]oxy]-6-methyl-oxan-2-yl]oxy-14-hydro xy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15, 16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate

Chemical Property:

• Refractive Index: 1.5940 (estimate)
• Boiling Point: 907.1°Cat760mmHg
• Flash Point: 265.8°C
• PSA: 209.13000
• Density: 1.34g/cm³
• LogP: 2.78890

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [(3S,5R,8R,9S,10S,13R,16R,17S)-3-[(2R,4S,5R,6R)-4,5-bis[[(2R,4S,5R,6R) -4,5-dihydroxy-6-methyl-oxan-2-yl]oxy]-6-methyl-oxan-2-yl]oxy-14-hydro xy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15, 16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate

There total 3 articles about [(3S,5R,8R,9S,10S,13R,16R,17S)-3-[(2R,4S,5R,6R)-4,5-bis[[(2R,4S,5R,6R) -4,5-dihydroxy-6-methyl-oxan-2-yl]oxy]-6-methyl-oxan-2-yl]oxy-14-hydro xy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15, 16,17-tetradecahydrocyclopenta[a]phenanthren-16-yl] acetate 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: 33.75%

C44H64O16 (26619-73-8) → gitoxin 16β-acetate (7242-07-1,29362-48-9,61881-01-4)

Guidance literature:

With potassium hydrogencarbonate; In acetone; for 96h; Ambient temperature;

DOI:10.1021/jm00156a017

Reference yield:

gitoxin 3''',4'''-cyclocarbonate (24613-32-9) → gitoxin 16β-acetate (7242-07-1,29362-48-9,61881-01-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.656 g / pyridine / 1 h / Ambient temperature

2: 33.75 percent / aq. KHCO₃ / acetone / 96 h / Ambient temperature

With pyridine; potassium hydrogencarbonate; In acetone;

DOI:10.1021/jm00156a017

Reference yield:

gitoxin (4562-36-1) → gitoxin 16β-acetate (7242-07-1,29362-48-9,61881-01-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 71.71 percent / pyridine / toluene / 1 h / 0 °C

2: 1.656 g / pyridine / 1 h / Ambient temperature

3: 33.75 percent / aq. KHCO₃ / acetone / 96 h / Ambient temperature

With pyridine; potassium hydrogencarbonate; In acetone; toluene;

DOI:10.1021/jm00156a017

upstream raw materials:

C₄₄H₆₄O₁₆

gitoxin 3''',4'''-cyclocarbonate

gitoxin

Refernces