[(3aS,4R,6R,7S,7aR)-6-Allyl-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy]-tert-butyl-diphenyl-silane

Base Information

• Chemical Name: [(3aS,4R,6R,7S,7aR)-6-Allyl-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy]-tert-butyl-diphenyl-silane
• CAS No.: 867344-63-6
• Molecular Formula: C₃₆H₄₆O₆Si
• Molecular Weight: 602.843
• Mol file: 867344-63-6.mol

Synonyms:[(3aS,4R,6R,7S,7aR)-6-Allyl-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy]-tert-butyl-diphenyl-silane

Chemical Property of [(3aS,4R,6R,7S,7aR)-6-Allyl-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy]-tert-butyl-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(3aS,4R,6R,7S,7aR)-6-Allyl-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy]-tert-butyl-diphenyl-silane

There total 1 articles about [(3aS,4R,6R,7S,7aR)-6-Allyl-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy]-tert-butyl-diphenyl-silane 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: 88.0%

p-Methoxybenzyl bromide (2746-25-0) + (3aS,4R,6R,7S,7aR)-6-Allyl-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (475276-01-8) → [(3aS,4R,6R,7S,7aR)-6-Allyl-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy]-tert-butyl-diphenyl-silane (867344-63-6)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 23 ℃; for 1.5h;

DOI:10.1016/j.tetlet.2005.08.024

Reference yield: 92.0%

[(3aS,4R,6R,7S,7aR)-6-Allyl-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy]-tert-butyl-diphenyl-silane (867344-63-6) → [(3aS,4R,6R,7S,7aR)-6-Allyl-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yl]-methanol (867344-64-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 3.5h;

DOI:10.1016/j.tetlet.2005.08.024

Reference yield:

[(3aS,4R,6R,7S,7aR)-6-Allyl-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy]-tert-butyl-diphenyl-silane (867344-63-6) → (2R,3R,4S,5R,6R)-6-Allyl-2-ethyl-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-3,4-diol (867344-76-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / Bu₄NF / tetrahydrofuran / 3.5 h / 25 °C

2: 2,6-lutidine / CH₂Cl₂ / 0.17 h / 0 °C

3: CuI / tetrahydrofuran; diethyl ether / 38 h / 4 °C

4: 100 percent / HCl / tetrahydrofuran; H₂O / 9 h / 22 °C

With 2,6-dimethylpyridine; hydrogenchloride; copper(l) iodide; tetrabutyl ammonium fluoride; In tetrahydrofuran; diethyl ether; dichloromethane; water;

DOI:10.1016/j.tetlet.2005.08.024

upstream raw materials:

p-Methoxybenzyl bromide

(3aS,4R,6R,7S,7aR)-6-Allyl-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Downstream raw materials:

[(3aS,4R,6R,7S,7aR)-6-Allyl-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yl]-methanol

(2R,3R,4S,5R,6R)-6-Allyl-2-ethyl-5-(4-methoxy-benzyloxy)-tetrahydro-pyran-3,4-diol

(3aS,4R,6R,7S,7aR)-6-Allyl-4-ethyl-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Trifluoro-methanesulfonic acid (3aS,4R,6R,7S,7aR)-6-allyl-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl ester