(2S,3S)-methyl 3-((tert-butyldimethylsilyl)oxy)-3-(3,4-dimethoxyphenyl)-2-(3-methoxyphenyl)propanoate

Base Information

• Chemical Name: (2S,3S)-methyl 3-((tert-butyldimethylsilyl)oxy)-3-(3,4-dimethoxyphenyl)-2-(3-methoxyphenyl)propanoate
• CAS No.: 1431563-77-7
• Molecular Formula: C₂₅H₃₆O₆Si
• Molecular Weight: 460.643

Synonyms:(2S,3S)-methyl 3-((tert-butyldimethylsilyl)oxy)-3-(3,4-dimethoxyphenyl)-2-(3-methoxyphenyl)propanoate

Chemical Property of (2S,3S)-methyl 3-((tert-butyldimethylsilyl)oxy)-3-(3,4-dimethoxyphenyl)-2-(3-methoxyphenyl)propanoate

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Technology Process of (2S,3S)-methyl 3-((tert-butyldimethylsilyl)oxy)-3-(3,4-dimethoxyphenyl)-2-(3-methoxyphenyl)propanoate

There total 1 articles about (2S,3S)-methyl 3-((tert-butyldimethylsilyl)oxy)-3-(3,4-dimethoxyphenyl)-2-(3-methoxyphenyl)propanoate 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: 70.0%

methyl 2-diazo-2-(3-methoxyphenyl)acetate (384365-49-5) + 4-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-1,2-dimethoxybenzene → (2S,3S)-methyl 3-((tert-butyldimethylsilyl)oxy)-3-(3,4-dimethoxyphenyl)-2-(3-methoxyphenyl)propanoate (1431563-77-7)

Guidance literature:

With dirhodium(II) tetrakis[N-phthaloyl-(S)-tert-leucinate]; at 50 ℃; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja401731d

Reference yield: 95.0%

(2S,3S)-methyl 3-((tert-butyldimethylsilyl)oxy)-3-(3,4-dimethoxyphenyl)-2-(3-methoxyphenyl)propanoate (1431563-77-7) → (2S,3S)-methyl 3-(3,4-dimethoxyphenyl)-3-hydroxy-2-(3-methoxyphenyl)propanoate (1431563-89-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ja401731d

Reference yield: 55.0%

(2S,3S)-methyl 3-((tert-butyldimethylsilyl)oxy)-3-(3,4-dimethoxyphenyl)-2-(3-methoxyphenyl)propanoate (1431563-77-7) → (2S,3S)-methyl 3-(3,4-dimethoxyphenyl)-3-hydroxy-2-(3-methoxyphenyl)propanoate (1431563-89-1) + anti-methyl 3-(3,4-dimethoxyphenyl)-3-hydroxy-2-(3-methoxyphenyl)propanoate (1431563-91-5)

Guidance literature:

With hydrogen fluoride; In acetonitrile; at 23 ℃; Inert atmosphere;

DOI:10.1021/ja401731d

upstream raw materials:

methyl 2-diazo-2-(3-methoxyphenyl)acetate

Downstream raw materials:

(2S,3S)-methyl 3-(3,4-dimethoxyphenyl)-3-hydroxy-2-(3-methoxyphenyl)propanoate

anti-methyl 3-(3,4-dimethoxyphenyl)-3-hydroxy-2-(3-methoxyphenyl)propanoate

(2S,3S)-methyl 2-(3,4-dimethoxyphenyl)-5-methoxy-2,3-dihydrobenzofuran-3-carboxylate

(2S,3S)-2-(3,4-dimethoxyphenyl)-5-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid

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