(S)-2-Hydroxy-2-hydroxymethyl-3-(4-methoxy-phenyl)-propionic acid ethyl ester

Base Information

• Chemical Name: (S)-2-Hydroxy-2-hydroxymethyl-3-(4-methoxy-phenyl)-propionic acid ethyl ester
• CAS No.: 205505-56-2
• Molecular Formula: C₁₃H₁₈O₅
• Molecular Weight: 254.283

Synonyms:(S)-2-Hydroxy-2-hydroxymethyl-3-(4-methoxy-phenyl)-propionic acid ethyl ester

Chemical Property of (S)-2-Hydroxy-2-hydroxymethyl-3-(4-methoxy-phenyl)-propionic acid ethyl ester

Chemical Property:

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Technology Process of (S)-2-Hydroxy-2-hydroxymethyl-3-(4-methoxy-phenyl)-propionic acid ethyl ester

There total 2 articles about (S)-2-Hydroxy-2-hydroxymethyl-3-(4-methoxy-phenyl)-propionic acid ethyl 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:

2-[(4-methoxyphenyl)methyl]acrylic acid ethyl ester (20566-48-7) → (R)-2-Hydroxy-2-hydroxymethyl-3-(4-methoxy-phenyl)-propionic acid ethyl ester + (S)-2-Hydroxy-2-hydroxymethyl-3-(4-methoxy-phenyl)-propionic acid ethyl ester (205505-56-2)

Guidance literature:

With AD-mix-α; In water; tert-butyl alcohol; at 0 ℃; for 24h; Yield given. Yields of byproduct given;

DOI:10.3987/COM-97-S24

Reference yield:

3-ethoxy-2-(4-methoxybenzyl)-3-oxopropanoic acid (205505-50-6) → (S)-2-Hydroxy-2-hydroxymethyl-3-(4-methoxy-phenyl)-propionic acid ethyl ester (205505-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / NaH / tetrahydrofuran / Heating

2: AD-mix-β <(DHQD)2PHAL> / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C

With sodium hydride; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; water; tert-butyl alcohol;

DOI:10.3987/COM-97-S24

Reference yield: 83.0%

2,2-dimethoxy-propane (77-76-9) + (S)-2-Hydroxy-2-hydroxymethyl-3-(4-methoxy-phenyl)-propionic acid ethyl ester (205505-56-2) → (S)-4-(4-Methoxy-benzyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid ethyl ester (205505-64-2)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; Ambient temperature;

DOI:10.3987/COM-97-S24

upstream raw materials:

2-[(4-methoxyphenyl)methyl]acrylic acid ethyl ester

3-ethoxy-2-(4-methoxybenzyl)-3-oxopropanoic acid

Downstream raw materials:

(S)-4-(4-Methoxy-benzyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid ethyl ester

(S)-4-(4-Methoxy-benzyl)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

(S)-2-Hydroxy-2-hydroxymethyl-1-(2-hydroxy-phenyl)-3-(4-methoxy-phenyl)-propan-1-one

[(S)-4-(4-Methoxy-benzyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-[2-(2-methoxy-ethoxymethoxy)-phenyl]-methanone

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