(1S,2S)-1-(3-Hydroxy-4-methoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-ethane-1,2-diol

Base Information

• Chemical Name: (1S,2S)-1-(3-Hydroxy-4-methoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-ethane-1,2-diol
• CAS No.: 226990-10-9
• Molecular Formula: C₁₈H₂₂O₇
• Molecular Weight: 350.368

Synonyms:(1S,2S)-1-(3-Hydroxy-4-methoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-ethane-1,2-diol

Chemical Property of (1S,2S)-1-(3-Hydroxy-4-methoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-ethane-1,2-diol

Chemical Property:

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Technology Process of (1S,2S)-1-(3-Hydroxy-4-methoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-ethane-1,2-diol

There total 2 articles about (1S,2S)-1-(3-Hydroxy-4-methoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-ethane-1,2-diol 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: 79.0%

(1S,2S)-1-[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-2-(3,4,5-trimethoxy-phenyl)-ethane-1,2-diol (226989-87-3) → (1S,2S)-1-(3-Hydroxy-4-methoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-ethane-1,2-diol (226990-10-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h;

DOI:10.1021/jm9807149

Reference yield:

(E)-1-(3',4',5'-Trimethoxyphenyl)-2-(4''-methoxy-3''-tert-butyldimethylsiloxyphenyl)ethene (121042-96-4) → (1S,2S)-1-(3-Hydroxy-4-methoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-ethane-1,2-diol (226990-10-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / methanesulfonamide / butan-1-ol; H2O / 72 h / AD mix-α

2: 79 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h

With methanesulfonamide; tetrabutyl ammonium fluoride; In tetrahydrofuran; water; butan-1-ol;

DOI:10.1021/jm9807149

Reference yield: 89.0%

4-chlorobenzoyl chloride (586-75-4) + (1S,2S)-1-(3-Hydroxy-4-methoxy-phenyl)-2-(3,4,5-trimethoxy-phenyl)-ethane-1,2-diol (226990-10-9) → (1S,2S)-1,2-di(p-bromobenzoyloxy)-1-(3--4-methoxyphenyl)-2-(3',4',5'-trimethoxyphenyl)-1,2-ethane

Guidance literature:

With pyridine; In N,N-dimethyl-formamide; for 2h;

DOI:10.1021/jm9807149

upstream raw materials:

(1S,2S)-1-[3-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-2-(3,4,5-trimethoxy-phenyl)-ethane-1,2-diol

(E)-1-(3',4',5'-Trimethoxyphenyl)-2-(4''-methoxy-3''-tert-butyldimethylsiloxyphenyl)ethene

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