(4S)-4-(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2-(4-methoxyphenyl)-1,3-dioxane

Base Information

• Chemical Name: (4S)-4-(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2-(4-methoxyphenyl)-1,3-dioxane
• CAS No.: 1374036-46-0
• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.375
• Mol file: 1374036-46-0.mol

Synonyms:(4S)-4-(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2-(4-methoxyphenyl)-1,3-dioxane

Chemical Property of (4S)-4-(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2-(4-methoxyphenyl)-1,3-dioxane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S)-4-(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2-(4-methoxyphenyl)-1,3-dioxane

There total 3 articles about (4S)-4-(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2-(4-methoxyphenyl)-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: 79.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + (S)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)butane-1,3-diol (1374036-45-9) → (4S)-4-(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2-(4-methoxyphenyl)-1,3-dioxane (1374036-46-0)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1039/c2ob25151e

Reference yield:

((2R,3R)-3-(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)oxiran-2-yl)methanol (1191426-29-5) → (4S)-4-(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2-(4-methoxyphenyl)-1,3-dioxane (1374036-46-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 4 h / 0 °C

1.2: 0 - 20 °C

2.1: toluene-4-sulfonic acid / dichloromethane / 3 h / 0 - 20 °C

With toluene-4-sulfonic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1039/c2ob25151e

Reference yield:

(E)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-but-2-en-1-ol → (4S)-4-(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-2-(4-methoxyphenyl)-1,3-dioxane (1374036-46-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Cumene hydroperoxide; titanium(IV)isopropoxide; D-(-)-diisopropyl tartrate / dichloromethane / 5.3 h / -20 °C / Molecular sieve

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 4 h / 0 °C

2.2: 0 - 20 °C

3.1: toluene-4-sulfonic acid / dichloromethane / 3 h / 0 - 20 °C

With Cumene hydroperoxide; titanium(IV)isopropoxide; D-(-)-diisopropyl tartrate; toluene-4-sulfonic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1039/c2ob25151e

upstream raw materials:

((2R,3R)-3-(((S)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)oxiran-2-yl)methanol

p-Anisaldehyde dimethyl acetal

(S)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)butane-1,3-diol

Downstream raw materials:

(4R,6S,8S)-6-methoxy-8-methyldec-9-en-4-yl (3R,5R)-3-(4-methoxybenzyloxy)-5-(methoxym-ethoxy)oct-7-enoate

(3R,5R)-3-(4-methoxybenzyloxy)-5-(methoxymethoxy)oct-7-enoic acid

(3S,5R)-3-(4-methoxybenzyloxy)-5-(methoxymethoxy)oct-7-en-1-ol

(5R,7S)-5-allyl-7-(4-methoxybenzyloxy)-12,12-dimethyl-11,11-diphenyl-2,4,10-trioxa-11-silatridecane