1-[(4S,5S,2R)-5-methyl-4-(methylethyl)(1,3-dioxan-2-yl)]-4-methoxybenzene

Base Information

• Chemical Name: 1-[(4S,5S,2R)-5-methyl-4-(methylethyl)(1,3-dioxan-2-yl)]-4-methoxybenzene
• CAS No.: 380497-27-8
• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.338

Synonyms:1-[(4S,5S,2R)-5-methyl-4-(methylethyl)(1,3-dioxan-2-yl)]-4-methoxybenzene

Chemical Property of 1-[(4S,5S,2R)-5-methyl-4-(methylethyl)(1,3-dioxan-2-yl)]-4-methoxybenzene

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Technology Process of 1-[(4S,5S,2R)-5-methyl-4-(methylethyl)(1,3-dioxan-2-yl)]-4-methoxybenzene

There total 3 articles about 1-[(4S,5S,2R)-5-methyl-4-(methylethyl)(1,3-dioxan-2-yl)]-4-methoxybenzene 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:

(-)-(R)-4-benzyl-3-((2R,3S)-3-hydroxy-2,4-dimethylpentanoyl)oxazolidin-2-one (189069-42-9) → 1-[(4S,5S,2R)-5-methyl-4-(methylethyl)(1,3-dioxan-2-yl)]-4-methoxybenzene (380497-27-8)

Guidance literature:

Multi-step reaction with 2 steps

1: LiBH₄ / methanol; tetrahydrofuran / 1 h / 0 °C

2: 18.4 g / para-toluenesulfonic acid monohydrate / CH₂Cl₂ / 3 h

With lithium borohydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ja027638q

Reference yield:

4-methoxybenzaldehyde diethylacetal (2403-58-9) + (2S,3S)-2,4-dimethylpentane-1,5-diol (98391-91-4) → 1-[(4S,5S,2R)-5-methyl-4-(methylethyl)(1,3-dioxan-2-yl)]-4-methoxybenzene (380497-27-8)

Guidance literature:

With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.5b03352

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) + (2S,3S)-2,4-dimethylpentane-1,5-diol (98391-91-4) → 1-[(4S,5S,2R)-5-methyl-4-(methylethyl)(1,3-dioxan-2-yl)]-4-methoxybenzene (380497-27-8)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 3h;

DOI:10.1021/ja027638q

upstream raw materials:

p-Anisaldehyde dimethyl acetal

(2S,3S)-2,4-dimethylpentane-1,5-diol

(-)-(R)-4-benzyl-3-((2R,3S)-3-hydroxy-2,4-dimethylpentanoyl)oxazolidin-2-one

4-methoxybenzaldehyde diethylacetal

Downstream raw materials:

(2R,3S)-2,4-dimethyl-3-<(4-methoxybenzyloxy)oxy>pentanal

7-(9-{(1E)(3S,4S)-4-[(4-methoxyphenyl)methoxy]-3,5-dimethylhex-1-enyl}(7S,9R)-6,10-dioxospiro[4.5]dec-7-yl)-1-{9-[(1S)-1-methyl-2-(phenylmethoxy)ethyl](7S,9R)-6,10-dioxaspiro[4.5]dec-7-yl}(4S,6S)-4-hydroxy-6-(tert-butyldimethylsilyloxy)heptan-2-one

tert-butyl (6E)(3S,8S,9S,5R)-3,5-bis(tert-butyldimethylsilyloxy)-9-[(4-methoxyphenyl)methoxy]-8,10-dimethyl-undec-6-enoate

tert-butyl 2-(9-{(1E)(3S,4S)-4-[(4-methoxyphenyl)methoxy]-3,5-dimethylhex-1-enyl}(7S,9R)-6,10-dioxaspiro[4.5]dec-7-yl)acetate

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