[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[cyano(phenyl)methoxy]tetrahydropyran-2-yl]methoxy]tetrahydropyran-2-yl]methyl benzoate

Base Information

• Chemical Name: [(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[cyano(phenyl)methoxy]tetrahydropyran-2-yl]methoxy]tetrahydropyran-2-yl]methyl benzoate
• CAS No.: 138688-20-7
• Molecular Formula: C₆₉H₅₅NO₁₈
• Molecular Weight: 1186.19
• Mol file: 138688-20-7.mol

Synonyms:[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[cyano(phenyl)methoxy]tetrahydropyran-2-yl]methoxy]tetrahydropyran-2-yl]methyl benzoate

Chemical Property of [(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[cyano(phenyl)methoxy]tetrahydropyran-2-yl]methoxy]tetrahydropyran-2-yl]methyl benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[cyano(phenyl)methoxy]tetrahydropyran-2-yl]methoxy]tetrahydropyran-2-yl]methyl benzoate

There total 1 articles about [(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[cyano(phenyl)methoxy]tetrahydropyran-2-yl]methoxy]tetrahydropyran-2-yl]methyl benzoate 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: 93.0%

benzoyl chloride (98-88-4) + amygdalin (29883-15-6,672-72-0) → [(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[cyano(phenyl)methoxy]tetrahydropyran-2-yl]methoxy]tetrahydropyran-2-yl]methyl benzoate (138688-20-7)

Guidance literature:

In pyridine;

DOI:10.1016/j.tetlet.2004.04.057

Reference yield: 93.0%

[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[cyano(phenyl)methoxy]tetrahydropyran-2-yl]methoxy]tetrahydropyran-2-yl]methyl benzoate (138688-20-7) → [(2R,3R,4S,5R,6R)-4,5-dibenzoyloxy-6-hydroxy-2-[[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-(benzoyloxymethyl)tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-3-yl]methyl benzoate

Guidance literature:

With 20% palladium hydroxide-activated charcoal; hydrogen; In acetone; toluene;

Reference yield: 82.0%

[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[[(2R,3R,4S,5R,6R)-3,4,5-tribenzoyloxy-6-[cyano(phenyl)methoxy]tetrahydropyran-2-yl]methoxy]tetrahydropyran-2-yl]methyl benzoate (138688-20-7) → 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1,6)-2,3,6-tri-O-benzoyl-β-D-glucopyranosyl chloride (138688-21-8)

Guidance literature:

With Dichloromethyl methyl ether; zinc(II) chloride; In chloroform; for 14h; Molecular sieve; Inert atmosphere; Reflux;

DOI:10.1039/c5cc04773k

upstream raw materials:

benzoyl chloride

amygdalin

Downstream raw materials:

C₆₁H₅₀O₁₈

2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1,6)-2,3,6-tri-O-benzoyl-β-D-glucopyranosyl chloride