1,3-DIOXOLANE-4-ACETIC ACID, 2-PHENYL-, METHYL ESTER, (S)

Base Information

• Chemical Name: 1,3-DIOXOLANE-4-ACETIC ACID, 2-PHENYL-, METHYL ESTER, (S)
• CAS No.: 191354-59-3
• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.241
• Mol file: 191354-59-3.mol

Synonyms:METHYL-(4S)-2-PHENYL-1,3-DIOXOLANE-4-ACETATE;METHYL (S)-2-PHENYL-1,3-DIOXOLANE-4-ACETATE;1,3-DIOXOLANE-4-ACETIC ACID, 2-PHENYL-, METHYL ESTER, (S)

Chemical Property of 1,3-DIOXOLANE-4-ACETIC ACID, 2-PHENYL-, METHYL ESTER, (S)

Chemical Property:

• PSA: 44.76000
• LogP: 1.66370

Purity/Quality:

98% ^*data from raw suppliers

METHYL (4S)-2-PHENYL-1,3-DIOXOLANE-4-ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3-DIOXOLANE-4-ACETIC ACID, 2-PHENYL-, METHYL ESTER, (S)

There total 2 articles about 1,3-DIOXOLANE-4-ACETIC ACID, 2-PHENYL-, METHYL ESTER, (S) 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: 77.0%

benzaldehyde dimethyl acetal (1125-88-8) + methyl 3,4-dihydroxybutanoate (88246-12-2) → (2-Phenyl-[1,3]dioxolan-4-yl)-acetic acid methyl ester (655252-78-1,191354-59-3)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1139/v03-123

Reference yield:

malic acid dimethyl ester (38115-87-6) → (2-Phenyl-[1,3]dioxolan-4-yl)-acetic acid methyl ester (655252-78-1,191354-59-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / BH₃*Me₂S; NaBH₄ / tetrahydrofuran / 0.5 h / 20 °C

2: 77 percent / p-TsOH*H₂O / dimethylformamide / 24 h / 20 °C

With sodium tetrahydroborate; dimethylsulfide borane complex; toluene-4-sulfonic acid; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1139/v03-123

Reference yield:

(2-Phenyl-[1,3]dioxolan-4-yl)-acetic acid methyl ester (655252-78-1,191354-59-3) → (2-Phenyl-[1,3]dioxolan-4-yl)-acetyl chloride

Guidance literature:

Multi-step reaction with 2 steps

1: LiOOH, NaSO₃

2: (ClCO)2

With oxalyl dichloride; lithium hydroperoxide;

DOI:10.1016/S0040-4039(98)00856-9

upstream raw materials:

benzaldehyde dimethyl acetal

methyl 3,4-dihydroxybutanoate

malic acid dimethyl ester