[6-(6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy]-trimethyl-silane

Base Information

• Chemical Name: [6-(6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy]-trimethyl-silane
• CAS No.: 931098-52-1
• Molecular Formula: C₄₈H₆₂O₁₁Si
• Molecular Weight: 843.099

Synonyms:[6-(6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy]-trimethyl-silane

Chemical Property of [6-(6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy]-trimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [6-(6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy]-trimethyl-silane

There total 13 articles about [6-(6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy]-trimethyl-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: 99.0%

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + (2R,3R,4S,5S,6R)-6-((2R,3R,4S,5S,6S)-6-Allyloxy-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-ol (194594-71-3) → [6-(6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy]-trimethyl-silane (931098-52-1)

Guidance literature:

With triethylamine; In dichloromethane; for 0.5h;

DOI:10.1021/jo061991n

Reference yield:

D-Mannose (530-26-7) → [6-(6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy]-trimethyl-silane (931098-52-1)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 80 percent / Sc(OTf)3 / 6 h / Heating

2.1: 83 percent / fluoroboric acid / diethyl ether; dimethylformamide

3.1: n-Bu₂SnO / methanol / Heating

3.2: 30.6 g / dimethylformamide / 50 °C

4.1: 66 percent / NaH; imidazole / tetrahydrofuran; dimethylformamide / 1 h

5.1: 73 percent / NaBH₃CN; TiCl₄ / acetonitrile / 3 h / 0 °C

6.1: 98 percent / Et₃N / CH₂Cl₂ / 0.5 h

7.1: SnCl₄; AgClO₄ / diethyl ether / 36 h / 0 °C

8.1: 78 percent / SnCl₄; AgClO₄ / diethyl ether / 36 h / 0 °C

9.1: 92 percent / NaOH / methanol / 3.5 h

10.1: 99 percent / Et₃N / CH₂Cl₂ / 0.5 h

With 1H-imidazole; sodium hydroxide; tetrafluoroboric acid; silver perchlorate; titanium tetrachloride; tin(IV) chloride; sodium hydride; di(n-butyl)tin oxide; sodium cyanoborohydride; triethylamine; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 7.1: Mukaiyama glycosidation;

DOI:10.1021/jo061991n

Reference yield:

1-O-allyl-3-O-methyl-4,6-benzylidene-D-mannose → [6-(6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy]-trimethyl-silane (931098-52-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 66 percent / NaH; imidazole / tetrahydrofuran; dimethylformamide / 1 h

2: 73 percent / NaBH₃CN; TiCl₄ / acetonitrile / 3 h / 0 °C

3: 98 percent / Et₃N / CH₂Cl₂ / 0.5 h

4: SnCl₄; AgClO₄ / diethyl ether / 36 h / 0 °C

5: 78 percent / SnCl₄; AgClO₄ / diethyl ether / 36 h / 0 °C

6: 92 percent / NaOH / methanol / 3.5 h

7: 99 percent / Et₃N / CH₂Cl₂ / 0.5 h

With 1H-imidazole; sodium hydroxide; silver perchlorate; titanium tetrachloride; tin(IV) chloride; sodium hydride; sodium cyanoborohydride; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 4: Mukaiyama glycosidation;

DOI:10.1021/jo061991n

upstream raw materials:

trimethylsilyl trifluoromethanesulfonate

(2R,3R,4S,5S,6R)-6-((2R,3R,4S,5S,6S)-6-Allyloxy-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy)-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-ol

6-allyloxy-7-benzyloxy-8-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

(6-allyloxy-5-benzyloxy-2-benzyloxymethyl-4-methoxy-tetrahydro-pyran-3-yloxy)-trimethyl-silane

Downstream raw materials:

C₉₄H₁₀₆O₂₂

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