3-[(S)-2-(4-Methoxy-phenyl)-[1,3]dioxolan-4-yl]-propionic acid methyl ester

Base Information

• Chemical Name: 3-[(S)-2-(4-Methoxy-phenyl)-[1,3]dioxolan-4-yl]-propionic acid methyl ester
• CAS No.: 218898-23-8
• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.294

Synonyms:3-[(S)-2-(4-Methoxy-phenyl)-[1,3]dioxolan-4-yl]-propionic acid methyl ester

Chemical Property of 3-[(S)-2-(4-Methoxy-phenyl)-[1,3]dioxolan-4-yl]-propionic acid methyl ester

Chemical Property:

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Technology Process of 3-[(S)-2-(4-Methoxy-phenyl)-[1,3]dioxolan-4-yl]-propionic acid methyl ester

There total 2 articles about 3-[(S)-2-(4-Methoxy-phenyl)-[1,3]dioxolan-4-yl]-propionic acid methyl ester 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) + methyl (4S)‐4,5‐dihydroxypentanoate (196080-40-7) → 3-[(S)-2-(4-Methoxy-phenyl)-[1,3]dioxolan-4-yl]-propionic acid methyl ester (218898-23-8)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane;

DOI:10.1055/s-1998-1934

Reference yield:

(S)-dimethyl 2-hydroxypentanedioate (55094-97-8) → 3-[(S)-2-(4-Methoxy-phenyl)-[1,3]dioxolan-4-yl]-propionic acid methyl ester (218898-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / BH₃*Me₂S / tetrahydrofuran / 0 °C

2: 78 percent / PPTS / CH₂Cl₂

With dimethylsulfide borane complex; pyridinium p-toluenesulfonate; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-1998-1934

Reference yield: 91.0%

3-[(S)-2-(4-Methoxy-phenyl)-[1,3]dioxolan-4-yl]-propionic acid methyl ester (218898-23-8) → (2S)-1,2-di-O-p-methoxybenzylidene-1,2,5-pentanetriol (218898-24-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃;

DOI:10.1055/s-1998-1934

upstream raw materials:

p-Anisaldehyde dimethyl acetal

methyl (4S)‐4,5‐dihydroxypentanoate

(S)-dimethyl 2-hydroxypentanedioate

Downstream raw materials:

(2S)-1,2-di-O-p-methoxybenzylidene-1,2,5-pentanetriol

3-[(S)-2-(4-Methoxy-phenyl)-[1,3]dioxolan-4-yl]-propionaldehyde

2-[(S)-2-(4-Methoxy-phenyl)-[1,3]dioxolan-4-ylmethyl]-prop-2-en-1-ol

2-[(S)-2-(4-Methoxy-phenyl)-[1,3]dioxolan-4-ylmethyl]-propenal

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