(2S,4S,5R,6S)-5-Benzoyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-6-((1R,2R)-1,2,3-tris-benzoyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

• Chemical Name: (2S,4S,5R,6S)-5-Benzoyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-6-((1R,2R)-1,2,3-tris-benzoyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester
• CAS No.: 113892-76-5
• Molecular Formula: C₇₂H₇₂O₂₁Si
• Molecular Weight: 1301.44
• Mol file: 113892-76-5.mol

Synonyms:(2S,4S,5R,6S)-5-Benzoyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-6-((1R,2R)-1,2,3-tris-benzoyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Chemical Property of (2S,4S,5R,6S)-5-Benzoyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-6-((1R,2R)-1,2,3-tris-benzoyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S,5R,6S)-5-Benzoyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-6-((1R,2R)-1,2,3-tris-benzoyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 1 articles about (2S,4S,5R,6S)-5-Benzoyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-6-((1R,2R)-1,2,3-tris-benzoyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl 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:

C74H72O20Si → (2S,4S,5R,6S)-5-Benzoyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-6-((1R,2R)-1,2,3-tris-benzoyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester (113892-76-5)

Guidance literature:

With ruthenium(IV) oxide; sodium periodate; sodium hydrogencarbonate; Yield given. Multistep reaction; 1.) CH₃CN-CCl₄-H₂O, 15 min; 2.) CH₃CN-CCl₄-H₂O, 5 min; 3.) CH₃CN-CCl₄-H₂O;

DOI:10.1021/ja00220a035

Reference yield: 92.0%

(2S,4S,5R,6S)-5-Benzoyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-6-((1R,2R)-1,2,3-tris-benzoyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester (113892-76-5) → (2S,4S,5S,6R)-5-Benzoyloxy-4-hydroxy-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-6-((1R,2R)-1,2,3-tris-benzoyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester (113892-63-0)

Guidance literature:

With hydrogen fluoride; In methanol; for 3h; Heating;

DOI:10.1021/ja00220a035

Reference yield:

(2S,4S,5R,6S)-5-Benzoyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-6-((1R,2R)-1,2,3-tris-benzoyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester (113892-76-5) → (2S,4S,5R,6R)-5-Acetylamino-4-benzoyloxy-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-tris-benzoyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester (113892-67-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / 48percent HF / methanol / 3 h / Heating

2: 50 percent / K₂CO₃ / benzene / 45 °C

3: 93 percent / triflic anhydride / CH₂Cl₂; pyridine / 1 h / Ambient temperature

4: 1.) H₂; 2.) DMAP / 1.) Lindlar catalyst / 1.) EtOAc-MeOH, 8 h; 2.) CH₂Cl₂, overnight

With dmap; trifluoromethylsulfonic anhydride; hydrogen fluoride; hydrogen; potassium carbonate; Lindlar's catalyst; In pyridine; methanol; dichloromethane; benzene;

DOI:10.1021/ja00220a035

Downstream raw materials:

(2S,4S,5S,6R)-5-Benzoyloxy-4-hydroxy-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-6-((1R,2R)-1,2,3-tris-benzoyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

(2S,4S,5S,6R)-4-Benzoyloxy-5-hydroxy-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-6-((1R,2R)-1,2,3-tris-benzoyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

(2S,4S,5R,6R)-5-Acetylamino-4-benzoyloxy-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzoyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-tris-benzoyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

(2S,4S,5R,6R)-2-((2R,3S,4R,5R,6R)-6-Acetoxy-3,4,5-tris-benzoyloxy-tetrahydro-pyran-2-ylmethoxy)-5-acetylamino-4-benzoyloxy-6-((1S,2R)-1,2,3-tris-benzoyloxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester