((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8atetrahydro-4H-benzo[d][1,3]dioxin-5-yl)methanol

Base Information

• Chemical Name: ((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8atetrahydro-4H-benzo[d][1,3]dioxin-5-yl)methanol
• CAS No.: 1006380-47-7
• Molecular Formula: C₂₅H₃₂O₄Si
• Molecular Weight: 424.612

Synonyms:((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8atetrahydro-4H-benzo[d][1,3]dioxin-5-yl)methanol

Chemical Property of ((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8atetrahydro-4H-benzo[d][1,3]dioxin-5-yl)methanol

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Technology Process of ((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8atetrahydro-4H-benzo[d][1,3]dioxin-5-yl)methanol

There total 6 articles about ((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8atetrahydro-4H-benzo[d][1,3]dioxin-5-yl)methanol 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: 66.0%

((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-hydroxycyclohex-3-ene-1,2-diyl)dimethanol (1006380-46-6) + 4-methoxy-benzaldehyde (123-11-5) → C25H32O4Si (1006380-63-7) + ((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8atetrahydro-4H-benzo[d][1,3]dioxin-5-yl)methanol (1006380-47-7)

Guidance literature:

With camphor-10-sulfonic acid; In benzene; for 3h; Heating;

DOI:10.1021/ol7027338

Reference yield: 66.0%

((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-hydroxycyclohex-3-ene-1,2-diyl)dimethanol (1006380-46-6) + 4-methoxy-benzaldehyde (123-11-5) → ((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8atetrahydro-4H-benzo[d][1,3]dioxin-5-yl)methanol (1006380-47-7)

Guidance literature:

With camphor-10-sulfonic acid; In benzene; for 3h; Inert atmosphere; Reflux;

DOI:10.1002/chem.201200257

Reference yield:

C25H32O4Si (1006380-63-7) → ((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8atetrahydro-4H-benzo[d][1,3]dioxin-5-yl)methanol (1006380-47-7)

Guidance literature:

With camphor-10-sulfonic acid; 4-methoxy-benzaldehyde; In benzene; at 20 ℃; for 2h;

DOI:10.1021/ol7027338

upstream raw materials:

((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-hydroxycyclohex-3-ene-1,2-diyl)dimethanol

4-methoxy-benzaldehyde

C₂₅H₃₂O₄Si

(1S,2S,5S,6R)-5,6-bis((benzyloxy)methyl)-2-((dimethyl(phenyl)silyl)methyl)cyclohex-3-enol

Downstream raw materials:

C₂₅H₃₀O₄Si

(R)-1-((2S,4aR,5S,8S,8aS)-8-((dimethyl(phenyl)silyl)methyl)-2-(4-methoxyphenyl)-4a,5,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-5-yl)-2-(trimethylsilyl)ethanol

(S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1-((1S,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-((4-methoxybenzyl)oxy)-2-vinylcyclohex-3-en-1-yl)but-3-en-1-one

(S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1-((1S,2R,3S,4S,5R,6R)-5-((dimethyl(phenyl)silyl)methyl)-4-((4-methoxybenzyl)oxy)-2-vinyl-7-oxabicyclo[4.1.0]heptan-3-yl)but-3-en-1-one

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