(((2R,3S,5S,6R)-3-(benzyloxy)-6-((benzyloxy)methyl)-5-methyltetrahydro-2H-pyran-2-yl)methoxy)(tert-butyl)dimethylsilane

Base Information

• Chemical Name: (((2R,3S,5S,6R)-3-(benzyloxy)-6-((benzyloxy)methyl)-5-methyltetrahydro-2H-pyran-2-yl)methoxy)(tert-butyl)dimethylsilane
• CAS No.: 1453285-74-9
• Molecular Formula: C₂₈H₄₂O₄Si
• Molecular Weight: 470.725
• Mol file: 1453285-74-9.mol

Synonyms:(((2R,3S,5S,6R)-3-(benzyloxy)-6-((benzyloxy)methyl)-5-methyltetrahydro-2H-pyran-2-yl)methoxy)(tert-butyl)dimethylsilane

Chemical Property of (((2R,3S,5S,6R)-3-(benzyloxy)-6-((benzyloxy)methyl)-5-methyltetrahydro-2H-pyran-2-yl)methoxy)(tert-butyl)dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (((2R,3S,5S,6R)-3-(benzyloxy)-6-((benzyloxy)methyl)-5-methyltetrahydro-2H-pyran-2-yl)methoxy)(tert-butyl)dimethylsilane

There total 9 articles about (((2R,3S,5S,6R)-3-(benzyloxy)-6-((benzyloxy)methyl)-5-methyltetrahydro-2H-pyran-2-yl)methoxy)(tert-butyl)dimethylsilane 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: 96.0%

t-butyldimethylsiyl triflate (69739-34-0) + ((2R,3S,5S,6R)-3-(benzyloxy)-6-((benzyloxy)methyl)-5-methyltetrahydro-2H-pyran-2-yl)methanol (1453285-73-8) → (((2R,3S,5S,6R)-3-(benzyloxy)-6-((benzyloxy)methyl)-5-methyltetrahydro-2H-pyran-2-yl)methoxy)(tert-butyl)dimethylsilane (1453285-74-9)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 1.16667h;

DOI:10.1016/j.tet.2013.07.072

Reference yield:

C26H36O7S → (((2R,3S,5S,6R)-3-(benzyloxy)-6-((benzyloxy)methyl)-5-methyltetrahydro-2H-pyran-2-yl)methoxy)(tert-butyl)dimethylsilane (1453285-74-9)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol; toluene-4-sulfonic acid / 3 h / 20 °C

2: sodium hydride / tetrahydrofuran; mineral oil / 6 h / 0 - 20 °C

3: 2,6-dimethylpyridine / dichloromethane / 1.17 h / 20 °C

With 2,6-dimethylpyridine; methanol; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; mineral oil;

DOI:10.1016/j.tet.2013.07.072

Reference yield:

C23H32O7S → (((2R,3S,5S,6R)-3-(benzyloxy)-6-((benzyloxy)methyl)-5-methyltetrahydro-2H-pyran-2-yl)methoxy)(tert-butyl)dimethylsilane (1453285-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran; mineral oil / 6 h / 0 - 20 °C

2: 2,6-dimethylpyridine / dichloromethane / 1.17 h / 20 °C

With 2,6-dimethylpyridine; sodium hydride; In tetrahydrofuran; dichloromethane; mineral oil;

DOI:10.1016/j.tet.2013.07.072

upstream raw materials:

(S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol

(R)-4-((S)-1-(benzyloxy)but-3-ene-1-yl)-2,2-dimethyl-1,3-dioxypentane

5-O-benzyl-2,3,4-trideoxy-6,7-O-isopropylidene-D-erythro-hept-2-enoic acid ethyl ester

(S,E)-5-(benzyloxy)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-2-en-1-ol