(2S,3S,5R)-5-hydroxy-5-methyl-3-p-methoxyphenyl-2-phenyltetrahydrofuran-2-carboxylic acid

Base Information

Chemical Name:(2S,3S,5R)-5-hydroxy-5-methyl-3-p-methoxyphenyl-2-phenyltetrahydrofuran-2-carboxylic acid
CAS No.:912817-49-3
Molecular Formula:C₁₉H₂₀O₅
Molecular Weight:328.365
Hs Code.:

Synonyms:(2S,3S,5R)-5-hydroxy-5-methyl-3-p-methoxyphenyl-2-phenyltetrahydrofuran-2-carboxylic acid

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S,5R)-5-hydroxy-5-methyl-3-p-methoxyphenyl-2-phenyltetrahydrofuran-2-carboxylic acid

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Technology Process of (2S,3S,5R)-5-hydroxy-5-methyl-3-p-methoxyphenyl-2-phenyltetrahydrofuran-2-carboxylic acid

There total 3 articles about (2S,3S,5R)-5-hydroxy-5-methyl-3-p-methoxyphenyl-2-phenyltetrahydrofuran-2-carboxylic 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: 90.0%

: 912817-43-7
(2S,5S,1'S)-2-(tert-butyl)-5-(1-p-methoxyphenyl-3-oxobutyl)-5-phenyl-1,3-dioxolan-4-one

: 912817-49-3
(2S,3S,5R)-5-hydroxy-5-methyl-3-p-methoxyphenyl-2-phenyltetrahydrofuran-2-carboxylic acid

Guidance literature:: With potassium hydroxide; In ethanol; at 20 ℃;
DOI:10.1016/j.tet.2006.07.036

Reference yield:

: 81036-97-7
(2S,5S)-2-tert-butyl-5-phenyl-1,3-dioxolan-4-one

: 912817-49-3
(2S,3S,5R)-5-hydroxy-5-methyl-3-p-methoxyphenyl-2-phenyltetrahydrofuran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / LDA; HMPA / tetrahydrofuran / -78 - -40 °C

2: 90 percent / KOH / ethanol / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; 1: Michael reaction;
DOI:10.1016/j.tet.2006.07.036

Reference yield:

: 3815-30-3
4-(4-methoxyphenyl)-3-buten-2-one

: 912817-49-3
(2S,3S,5R)-5-hydroxy-5-methyl-3-p-methoxyphenyl-2-phenyltetrahydrofuran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / LDA; HMPA / tetrahydrofuran / -78 - -40 °C

2: 90 percent / KOH / ethanol / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; 1: Michael reaction;
DOI:10.1016/j.tet.2006.07.036