tert-Butyl-((2R,3R,6S)-6-methoxy-3-methyl-2-phenyl-3,6-dihydro-2H-pyran-4-yloxy)-dimethyl-silane

Base Information

• Chemical Name: tert-Butyl-((2R,3R,6S)-6-methoxy-3-methyl-2-phenyl-3,6-dihydro-2H-pyran-4-yloxy)-dimethyl-silane
• CAS No.: 83399-61-5
• Molecular Formula: C₁₉H₃₀O₃Si
• Molecular Weight: 334.531

Synonyms:tert-Butyl-((2R,3R,6S)-6-methoxy-3-methyl-2-phenyl-3,6-dihydro-2H-pyran-4-yloxy)-dimethyl-silane

Chemical Property of tert-Butyl-((2R,3R,6S)-6-methoxy-3-methyl-2-phenyl-3,6-dihydro-2H-pyran-4-yloxy)-dimethyl-silane

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Technology Process of tert-Butyl-((2R,3R,6S)-6-methoxy-3-methyl-2-phenyl-3,6-dihydro-2H-pyran-4-yloxy)-dimethyl-silane

There total 3 articles about tert-Butyl-((2R,3R,6S)-6-methoxy-3-methyl-2-phenyl-3,6-dihydro-2H-pyran-4-yloxy)-dimethyl-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: 42.0%

benzaldehyde (100-52-7) + tert-butyl-[1-[(E)-2-methoxy-vinyl]-propenyl]oxy-dimethylsilane → (2R,3R)-3-Methyl-2-phenyl-2,3-dihydro-pyran-4-one (83399-62-6) + tert-Butyl-((2R,3R,6S)-6-methoxy-3-methyl-2-phenyl-3,6-dihydro-2H-pyran-4-yloxy)-dimethyl-silane (83399-61-5)

Guidance literature:

zinc(II) chloride; In tetrahydrofuran; at 25 ℃; for 36h;

DOI:10.1021/ja00291a026

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) + benzaldehyde (100-52-7) + (1E)-1-methoxypent-1-en-3-one (56279-28-8) → tert-Butyl-((2R,3R,6S)-6-methoxy-3-methyl-2-phenyl-3,6-dihydro-2H-pyran-4-yloxy)-dimethyl-silane (83399-61-5)

Guidance literature:

With triethylamine; zinc(II) chloride; Yield given. Multistep reaction; 1.) Et₂O, -5 deg C, 1 h, 2.) THF, 36 h;

DOI:10.1021/ja00387a056

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) + benzaldehyde (100-52-7) + (1E)-1-methoxypent-1-en-3-one (56279-28-8) → tert-Butyl-[(E)-1-((E)-2-methoxy-vinyl)-propenyloxy]-dimethyl-silane (83416-30-2) + (2R,3R)-3-Methyl-2-phenyl-2,3-dihydro-pyran-4-one (83399-62-6) + tert-Butyl-((2R,3R,6S)-6-methoxy-3-methyl-2-phenyl-3,6-dihydro-2H-pyran-4-yloxy)-dimethyl-silane (83399-61-5)

Guidance literature:

Yield given. Multistep reaction. Title compound not separated from byproducts;

DOI:10.1021/ja00387a056

upstream raw materials:

t-butyldimethylsiyl triflate

benzaldehyde

(1E)-1-methoxypent-1-en-3-one

Downstream raw materials:

(2R,3S,5S,6S)-3-Hydroxy-2-methoxy-5-methyl-6-phenyl-tetrahydro-pyran-4-one

(2S,3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methoxy-5-methyl-6-phenyl-tetrahydro-pyran-4-one

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