(4S)-2-Phenyl-1,3-dioxane-4-carbaldehyde

Base Information

• Chemical Name: (4S)-2-Phenyl-1,3-dioxane-4-carbaldehyde
• CAS No.: 482580-68-7
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• DSSTox Substance ID: DTXSID80576672
• Nikkaji Number: J3.285.163K
• Mol file: 482580-68-7.mol

Synonyms:(4S)-2-Phenyl-1,3-dioxane-4-carbaldehyde;482580-68-7;DTXSID80576672

Chemical Property of (4S)-2-Phenyl-1,3-dioxane-4-carbaldehyde

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 187

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(OC1C=O)C2=CC=CC=C2
• Isomeric SMILES: C1COC(O[C@@H]1C=O)C2=CC=CC=C2

Technology Process of (4S)-2-Phenyl-1,3-dioxane-4-carbaldehyde

There total 5 articles about (4S)-2-Phenyl-1,3-dioxane-4-carbaldehyde 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: 72.0%

(S)-4-(hydroxymethyl)-2-phenyl-1,3-dioxane (256390-84-8) → (S)-2,4-dihydroxybutanal benzylidene acetal (482580-68-7)

Guidance literature:

With phthalic acid dimethyl ester; Dess-Martin periodane; In pyridine; at 20 ℃; for 22h;

DOI:10.1055/s-2003-39307

Reference yield:

(S)-4-(hydroxymethyl)-2-phenyl-1,3-dioxane (256390-84-8) → (S)-2,4-dihydroxybutanal benzylidene acetal (482580-68-7) + (S)-2-Phenyl-[1,3]dioxane-4-carboxylic acid (S)-2-phenyl-[1,3]dioxan-4-ylmethyl ester (616876-80-3)

Guidance literature:

With molecular sieve; sodium acetate; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1055/s-2003-39307

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → (S)-2,4-dihydroxybutanal benzylidene acetal (482580-68-7)

Guidance literature:

Multi-step reaction with 2 steps

1: CSA

2: DIBAL-H

With camphor-10-sulfonic acid; diisobutylaluminium hydride; 1: Cyclization / 2: Reduction;

DOI:10.1080/15257779908041622

upstream raw materials:

(S)-4-(hydroxymethyl)-2-phenyl-1,3-dioxane

benzaldehyde

benzaldehyde dimethyl acetal

Downstream raw materials:

1,3-O-benzylidene-1,3-dihydroxy-4(Z)-hexane

C₂₂H₂₆O₃

C₂₂H₂₆O₃

C₂₁H₂₄O₄