(2R,3S,4R,5R,6R)-5-Benzyloxy-2-[(2R,3S,4S,5R,6R)-5-benzyloxy-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yloxy]-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-ol

Base Information

• Chemical Name: (2R,3S,4R,5R,6R)-5-Benzyloxy-2-[(2R,3S,4S,5R,6R)-5-benzyloxy-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yloxy]-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-ol
• CAS No.: 681831-78-7
• Molecular Formula: C₅₉H₈₀O₁₀SSi₂
• Molecular Weight: 1037.52
• Mol file: 681831-78-7.mol

Synonyms:(2R,3S,4R,5R,6R)-5-Benzyloxy-2-[(2R,3S,4S,5R,6R)-5-benzyloxy-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yloxy]-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-ol

Chemical Property of (2R,3S,4R,5R,6R)-5-Benzyloxy-2-[(2R,3S,4S,5R,6R)-5-benzyloxy-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yloxy]-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4R,5R,6R)-5-Benzyloxy-2-[(2R,3S,4S,5R,6R)-5-benzyloxy-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yloxy]-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-ol

There total 1 articles about (2R,3S,4R,5R,6R)-5-Benzyloxy-2-[(2R,3S,4S,5R,6R)-5-benzyloxy-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yloxy]-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-ol 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: 50.0%

(2R,3S,4R,5R,6R)-5-Benzyloxy-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-ol → (2R,3S,4R,5R,6R)-5-Benzyloxy-2-[(2R,3S,4S,5R,6R)-5-benzyloxy-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yloxy]-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-ol (681831-78-7) + C85H116O15SSi3

Guidance literature:

With N-iodo-succinimide; at -40 ℃; for 1h; Further Variations:; Temperatures; reaction times; Product distribution;

DOI:10.1002/anie.200353105

Reference yield:

(2R,3S,4R,5R,6R)-5-Benzyloxy-2-[(2R,3S,4S,5R,6R)-5-benzyloxy-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yloxy]-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-ol (681831-78-7) → (2R,3S,4R,5S,6R)-5-Benzyloxy-2-((2R,3S,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-hydroxy-2-p-tolylsulfanyl-tetrahydro-pyran-3-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3,4-diol

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1002/anie.200353105

Reference yield:

(2R,3S,4R,5R,6R)-5-Benzyloxy-2-[(2R,3S,4S,5R,6R)-5-benzyloxy-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-3-yloxy]-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-3-ol (681831-78-7) → Acetic acid (2R,3R,4S,5S,6R)-3-benzyloxy-2-benzyloxymethyl-5-((2R,3S,4S,5R,6R)-3,4-diacetoxy-5-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-6-p-tolylsulfanyl-tetrahydro-pyran-4-yl ester (681831-80-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutylammonium fluoride / tetrahydrofuran / 24 h / 20 °C

2: Et₃N; 4-dimethylaminopyridine / CH₂Cl₂ / 2 h / 20 °C

With dmap; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.200353105

Downstream raw materials:

Acetic acid (2R,3R,4S,5S,6R)-3-benzyloxy-2-benzyloxymethyl-5-((2R,3S,4S,5R,6R)-3,4-diacetoxy-5-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-6-p-tolylsulfanyl-tetrahydro-pyran-4-yl ester