(2R,3S,4aR,6S,10aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-6-(((2R,3S)-3-((tert-butyldimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl)octahydropyrano[3,2-b]oxocin-3(6H)-one

Base Information

• Chemical Name: (2R,3S,4aR,6S,10aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-6-(((2R,3S)-3-((tert-butyldimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl)octahydropyrano[3,2-b]oxocin-3(6H)-one
• CAS No.: 1415891-36-9
• Molecular Formula: C₃₇H₅₄O₇Si
• Molecular Weight: 638.917
• Mol file: 1415891-36-9.mol

Synonyms:(2R,3S,4aR,6S,10aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-6-(((2R,3S)-3-((tert-butyldimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl)octahydropyrano[3,2-b]oxocin-3(6H)-one

Chemical Property of (2R,3S,4aR,6S,10aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-6-(((2R,3S)-3-((tert-butyldimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl)octahydropyrano[3,2-b]oxocin-3(6H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4aR,6S,10aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-6-(((2R,3S)-3-((tert-butyldimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl)octahydropyrano[3,2-b]oxocin-3(6H)-one

There total 2 articles about (2R,3S,4aR,6S,10aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-6-(((2R,3S)-3-((tert-butyldimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl)octahydropyrano[3,2-b]oxocin-3(6H)-one 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: 53.0%

C40H62O7Si2 → (2R,3S,4aR,6S,10aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-6-(((2R,3S)-3-((tert-butyldimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl)octahydropyrano[3,2-b]oxocin-3(6H)-one (1415891-36-9)

Guidance literature:

With pyridinium p-toluenesulfonate; In methanol; dichloromethane; at 20 ℃; for 25h; Inert atmosphere;

DOI:10.1021/jo302267f

Reference yield:

(2S,4aS,6R,7S,8aR)-7-(benzyloxy)-6-((benzyloxy)methyl)-2-(((2R,3S)-3-((tert-butyldimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl)hexahydropyrano[3,2-b]pyran-3(2H)-one (1415891-30-3) → (2R,3S,4aR,6S,10aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-6-(((2R,3S)-3-((tert-butyldimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl)octahydropyrano[3,2-b]oxocin-3(6H)-one (1415891-36-9)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / hexane; dichloromethane / -80 - -40 °C / Inert atmosphere; Molecular sieve

2: pyridinium p-toluenesulfonate / dichloromethane; methanol / 25 h / 20 °C / Inert atmosphere

With boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; In methanol; hexane; dichloromethane;

DOI:10.1021/jo302267f

Reference yield:

(2R,3S,4aR,6S,10aS)-3-(benzyloxy)-2-((benzyloxy)methyl)-6-(((2R,3S)-3-((tert-butyldimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl)octahydropyrano[3,2-b]oxocin-3(6H)-one (1415891-36-9) → C31H40O7

Guidance literature:

With toluene-4-sulfonic acid; In methanol; 1,2-dichloro-ethane; at 55 ℃; for 5.5h; Inert atmosphere;

DOI:10.1021/jo302267f

upstream raw materials:

(2S,4aS,6R,7S,8aR)-7-(benzyloxy)-6-((benzyloxy)methyl)-2-(((2R,3S)-3-((tert-butyldimethylsilyl)oxy)tetrahydro-2H-pyran-2-yl)methyl)hexahydropyrano[3,2-b]pyran-3(2H)-one