(2S,3S)-2-phenyl-2-hydroxy-3-(4-methoxyphenyl)-3-(2-methoxyethoxymethoxy)propanoic acid

Base Information

• Chemical Name: (2S,3S)-2-phenyl-2-hydroxy-3-(4-methoxyphenyl)-3-(2-methoxyethoxymethoxy)propanoic acid
• CAS No.: 1269630-15-0
• Molecular Formula: C₂₀H₂₄O₇
• Molecular Weight: 376.406

Synonyms:(2S,3S)-2-phenyl-2-hydroxy-3-(4-methoxyphenyl)-3-(2-methoxyethoxymethoxy)propanoic acid

Chemical Property of (2S,3S)-2-phenyl-2-hydroxy-3-(4-methoxyphenyl)-3-(2-methoxyethoxymethoxy)propanoic acid

Chemical Property:

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Technology Process of (2S,3S)-2-phenyl-2-hydroxy-3-(4-methoxyphenyl)-3-(2-methoxyethoxymethoxy)propanoic acid

There total 1 articles about (2S,3S)-2-phenyl-2-hydroxy-3-(4-methoxyphenyl)-3-(2-methoxyethoxymethoxy)propanoic acid 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: 89.0%

(2S,5S,1'S)-2-(tert-butyl)-5-phenyl-5-[1'-(4-methoxyphenyl)-1'-(2-ethoxyethoxymethoxy)methyl]-1,3-dioxolan-4-one (1269630-11-6) → (2S,3S)-2-phenyl-2-hydroxy-3-(4-methoxyphenyl)-3-(2-methoxyethoxymethoxy)propanoic acid (1269630-15-0)

Guidance literature:

(2S,5S,1'S)-2-(tert-butyl)-5-phenyl-5-[1'-(4-methoxyphenyl)-1'-(2-ethoxyethoxymethoxy)methyl]-1,3-dioxolan-4-one; With water; potassium hydroxide; In ethanol; at 20 ℃;

With hydrogenchloride; In water; Cooling with ice;

DOI:10.1016/j.tet.2010.12.012

Reference yield: 59.0%

(2S,3S)-2-phenyl-2-hydroxy-3-(4-methoxyphenyl)-3-(2-methoxyethoxymethoxy)propanoic acid (1269630-15-0) → (2S)-1-phenyl-2-(4-methoxyphenyl)-2-(2-methoxyethoxymethoxy)ethanone (1269630-18-3)

Guidance literature:

With Co(III)Me₂opba; oxygen; pivalaldehyde; In acetonitrile; at 20 ℃;

DOI:10.1016/j.tet.2010.12.012

Reference yield:

(2S,3S)-2-phenyl-2-hydroxy-3-(4-methoxyphenyl)-3-(2-methoxyethoxymethoxy)propanoic acid (1269630-15-0) → (R)-(-)-2-hydroxy-2-(4-methoxyphenyl)-1-phenylethanone (111681-84-6) + S-(+)-1-phenyl-2-(4-methoxyphenyl)-2-hydroxyethanone

Guidance literature:

Multi-step reaction with 2 steps

1.1: Co(III)Me₂opba; oxygen; pivalaldehyde / acetonitrile / 20 °C

2.1: titanium tetrachloride / dichloromethane / 0.08 h / -20 °C / Inert atmosphere

2.2: 0 °C / pH 7

With Co(III)Me₂opba; oxygen; titanium tetrachloride; pivalaldehyde; In dichloromethane; acetonitrile;

DOI:10.1016/j.tet.2010.12.012

upstream raw materials:

(2S,5S,1'S)-2-(tert-butyl)-5-phenyl-5-[1'-(4-methoxyphenyl)-1'-(2-ethoxyethoxymethoxy)methyl]-1,3-dioxolan-4-one

Downstream raw materials:

(2S)-1-phenyl-2-(4-methoxyphenyl)-2-(2-methoxyethoxymethoxy)ethanone

(R)-(-)-2-hydroxy-2-(4-methoxyphenyl)-1-phenylethanone

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