Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(10S,13R,14S)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2,5-dihydro-furan-3-yl)-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(10S,13R,14S)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2,5-dihydro-furan-3-yl)-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-tetrahydro-pyran-3-yl ester
• CAS No.: 73413-71-5
• Molecular Formula: C₃₇H₅₂O₁₃
• Molecular Weight: 704.812
• Mol file: 73413-71-5.mol

Synonyms:

Chemical Property of Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(10S,13R,14S)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2,5-dihydro-furan-3-yl)-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(10S,13R,14S)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2,5-dihydro-furan-3-yl)-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-tetrahydro-pyran-3-yl ester

There total 11 articles about Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(10S,13R,14S)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2,5-dihydro-furan-3-yl)-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-tetrahydro-pyran-3-yl ester 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: 60.0%

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide (572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3) + uzarigenine (466-09-1) → desglucouzarin tetraacetate (35068-75-8,73413-71-5,74722-83-1,79317-27-4)

Guidance literature:

Celite; mercury(II) cyanide; silver carbonate; mercury dibromide; In benzene; Ambient temperature;

Reference yield: 58.0%

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide (572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3) + (+)-digitoxigenin (143-62-4) → 14-hydroxy-3β-(tetra-O-acetyl-β-D-glucopyranosyloxy)-5β,14β-card-20(22)-enolide (35068-75-8,73413-71-5,74722-83-1,79317-27-4)

Guidance literature:

Celite; mercury(II) cyanide; silver carbonate; mercury dibromide; In benzene; for 1h; Ambient temperature;

Reference yield: 32.0%

(+)-digitoxigenin (143-62-4) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → C37H52O13 + 14-hydroxy-3β-(tetra-O-acetyl-β-D-glucopyranosyloxy)-5β,14β-card-20(22)-enolide (35068-75-8,73413-71-5,74722-83-1,79317-27-4)

Guidance literature:

With silver salicylate; In diethyl ether; dichloromethane; for 2h; Ambient temperature;

DOI:10.1016/S0039-128X(83)90072-7

upstream raw materials:

(+)-digitoxigenin

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

acetic anhydride

digitoxigenin 3-O-β-D-glucoside