(2R,3R,2'RS)-1-(tert-butyldiphenylsilyloxy)-2-methyl-3-(tetrahydro-2'H-pyran-2'-yloxy)heptane

Base Information

• Chemical Name: (2R,3R,2'RS)-1-(tert-butyldiphenylsilyloxy)-2-methyl-3-(tetrahydro-2'H-pyran-2'-yloxy)heptane
• CAS No.: 1015235-21-8
• Molecular Formula: C₂₉H₄₄O₃Si
• Molecular Weight: 468.752
• Mol file: 1015235-21-8.mol

Synonyms:(2R,3R,2'RS)-1-(tert-butyldiphenylsilyloxy)-2-methyl-3-(tetrahydro-2'H-pyran-2'-yloxy)heptane

Chemical Property of (2R,3R,2'RS)-1-(tert-butyldiphenylsilyloxy)-2-methyl-3-(tetrahydro-2'H-pyran-2'-yloxy)heptane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,2'RS)-1-(tert-butyldiphenylsilyloxy)-2-methyl-3-(tetrahydro-2'H-pyran-2'-yloxy)heptane

There total 7 articles about (2R,3R,2'RS)-1-(tert-butyldiphenylsilyloxy)-2-methyl-3-(tetrahydro-2'H-pyran-2'-yloxy)heptane 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: 99.0%

3,4-dihydro-2H-pyran (110-87-2) + (2R,3R)-1-tert-butyldiphenylsilyloxy-2-methyl-3-heptanol (154955-35-8) → (2R,3R,2'RS)-1-(tert-butyldiphenylsilyloxy)-2-methyl-3-(tetrahydro-2'H-pyran-2'-yloxy)heptane (1015235-21-8)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; for 12h; Ambient temperature;

Reference yield:

(2S,3R)-4-(tert-butyldiphenylsilyloxy)-3-methylbutane-1,2-diol (151698-78-1) → (2R,3R,2'RS)-1-(tert-butyldiphenylsilyloxy)-2-methyl-3-(tetrahydro-2'H-pyran-2'-yloxy)heptane (1015235-21-8)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 12 h / 4 °C

2: K₂CO₃ / methanol / 2 h / Ambient temperature

3: 1.) CuBr / 1.) THF, -30 deg C, 1 h, 2.) THF, 0 deg C, 2 h

4: 99 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 12 h / Ambient temperature

With pyridine; pyridinium p-toluenesulfonate; potassium carbonate; copper(I) bromide; In methanol; dichloromethane;

Reference yield:

(2S,3R)-4-tert-butyldiphenylsilyloxy-2-hydroxy-3-methylbutyl p-toluenesulfonate (154955-33-6) → (2R,3R,2'RS)-1-(tert-butyldiphenylsilyloxy)-2-methyl-3-(tetrahydro-2'H-pyran-2'-yloxy)heptane (1015235-21-8)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / methanol / 2 h / Ambient temperature

2: 1.) CuBr / 1.) THF, -30 deg C, 1 h, 2.) THF, 0 deg C, 2 h

3: 99 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 12 h / Ambient temperature

With pyridinium p-toluenesulfonate; potassium carbonate; copper(I) bromide; In methanol; dichloromethane;

upstream raw materials:

3,4-dihydro-2H-pyran

(2R,3R)-1-tert-butyldiphenylsilyloxy-2-methyl-3-heptanol

propyllithium

(2S,3R)-4-(tert-butyldiphenylsilyloxy)-3-methylbutane-1,2-diol

Downstream raw materials:

(2R,3R,2'RS)-2-methyl-3-(tetrahydro-2'H-pyran-2'-yloxy)heptyl p-toluenesulfonate