(2S,4S)-4-hydroxymethyl-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxane

Base Information

• Chemical Name: (2S,4S)-4-hydroxymethyl-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxane
• CAS No.: 366454-86-6
• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31
• Mol file: 366454-86-6.mol

Synonyms:(2S,4S)-4-hydroxymethyl-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxane

Chemical Property of (2S,4S)-4-hydroxymethyl-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-4-hydroxymethyl-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxane

There total 2 articles about (2S,4S)-4-hydroxymethyl-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxane 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: 78.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + (2S)-3,3-dimethylbutane-1,2,4-triol (137161-74-1) → (2S,4S)-4-hydroxymethyl-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxane (366454-86-6)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; for 18h; Heating;

DOI:10.1021/ja011256n

Reference yield:

(S)-pantolactone (79-50-5,599-04-2,5405-40-3,52126-90-6) → (2S,4S)-4-hydroxymethyl-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxane (366454-86-6)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / Heating

2: pyridinium p-toluenesulfonate / CH₂Cl₂ / 18 h / Heating

With lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo0503862

Reference yield: 96.0%

(2S,4S)-4-hydroxymethyl-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxane (366454-86-6) → (2S,4S)-5,5-dimethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-carboxaldehyde (366454-87-7)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;

DOI:10.1021/ja011256n

upstream raw materials:

p-Anisaldehyde dimethyl acetal

(2S)-3,3-dimethylbutane-1,2,4-triol

(S)-pantolactone

Downstream raw materials:

(2S,4S)-5,5-dimethyl-2-(4-methoxyphenyl)-1,3-dioxan-4-carboxaldehyde

Benzoic acid (1R,3R,5R)-6-hydroxy-3-(4-methoxy-benzyloxy)-2,2,5-trimethyl-1-vinyl-hexyl ester

Acetic acid (1R,3R,5R)-6-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,2,5-trimethyl-1-vinyl-hexyl ester

Benzoic acid (1R,3R,5R)-6-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2,2,5-trimethyl-1-vinyl-hexyl ester