(2,6-dichloro-4-methoxyphenoxymethyl)-[5-(4(R),5(S)-dimethoxy-6(R)-methoxymethyltetrahydropyran-2-(R)-yl)furan-2-yl]-dimethylsilane

Base Information

• Chemical Name: (2,6-dichloro-4-methoxyphenoxymethyl)-[5-(4(R),5(S)-dimethoxy-6(R)-methoxymethyltetrahydropyran-2-(R)-yl)furan-2-yl]-dimethylsilane
• CAS No.: 628725-02-0
• Molecular Formula: C₂₃H₃₂Cl₂O₇Si
• Molecular Weight: 519.494
• Mol file: 628725-02-0.mol

Synonyms:(2,6-dichloro-4-methoxyphenoxymethyl)-[5-(4(R),5(S)-dimethoxy-6(R)-methoxymethyltetrahydropyran-2-(R)-yl)furan-2-yl]-dimethylsilane

Chemical Property of (2,6-dichloro-4-methoxyphenoxymethyl)-[5-(4(R),5(S)-dimethoxy-6(R)-methoxymethyltetrahydropyran-2-(R)-yl)furan-2-yl]-dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2,6-dichloro-4-methoxyphenoxymethyl)-[5-(4(R),5(S)-dimethoxy-6(R)-methoxymethyltetrahydropyran-2-(R)-yl)furan-2-yl]-dimethylsilane

There total 1 articles about (2,6-dichloro-4-methoxyphenoxymethyl)-[5-(4(R),5(S)-dimethoxy-6(R)-methoxymethyltetrahydropyran-2-(R)-yl)furan-2-yl]-dimethylsilane 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:

(2R,3S,4R,6R)-6-Furan-2-yl-3,4-dimethoxy-2-methoxymethyl-tetrahydro-pyran (356031-68-0) → (2,6-dichloro-4-methoxyphenoxymethyl)-[5-(4(R),5(S)-dimethoxy-6(R)-methoxymethyltetrahydropyran-2-(R)-yl)furan-2-yl]-dimethylsilane (628725-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropylamide / tetrahydrofuran; hexane / 3.5 h / -78 °C

1.2: 73 percent / tetrahydrofuran; hexane / 12 h / 20 °C

2.1: 83 percent / tetrabutylammonium iodide; K₂CO₃ / acetone / 48 h / 20 °C

With tetra-(n-butyl)ammonium iodide; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; hexane; acetone;

DOI:10.1021/ja0375582

Reference yield:

(2,6-dichloro-4-methoxyphenoxymethyl)-[5-(4(R),5(S)-dimethoxy-6(R)-methoxymethyltetrahydropyran-2-(R)-yl)furan-2-yl]-dimethylsilane (628725-02-0) → 6-Benzyloxy-5-chloro-1-((2R,4R,5S,6R)-4,5-dimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-3-methoxy-11-oxa-tricyclo[6.2.1.02,7]undeca-2(7),3,5,9-tetraene

Guidance literature:

Multi-step reaction with 3 steps

1.1: 68 percent / s-butyllithium / cyclohexane; tetrahydrofuran / 0.83 h / -95 - -5 °C

2.1: tetrabutylammonium fluoride / tetrahydrofuran

2.2: 62 percent / aq. MeOH; H₂O₂ / tetrahydrofuran

3.1: 95 percent / NaH

With tetrabutyl ammonium fluoride; sec.-butyllithium; sodium hydride; In tetrahydrofuran; cyclohexane; 1.1: intramolecular Diels-Alder reaction / 2.2: Tamao oxidation;

DOI:10.1021/ja0375582

Reference yield:

(2,6-dichloro-4-methoxyphenoxymethyl)-[5-(4(R),5(S)-dimethoxy-6(R)-methoxymethyltetrahydropyran-2-(R)-yl)furan-2-yl]-dimethylsilane (628725-02-0) → 8-Benzyloxy-7-chloro-4-((2R,4R,5S,6R)-4,5-dimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-5-methoxy-1,4-dihydro-naphthalen-1-ol

Guidance literature:

Multi-step reaction with 4 steps

1.1: 68 percent / s-butyllithium / cyclohexane; tetrahydrofuran / 0.83 h / -95 - -5 °C

2.1: tetrabutylammonium fluoride / tetrahydrofuran

2.2: 62 percent / aq. MeOH; H₂O₂ / tetrahydrofuran

3.1: 95 percent / NaH

4.1: 90 percent / trifluoroacetic acid / CH₂Cl₂

With tetrabutyl ammonium fluoride; sec.-butyllithium; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; cyclohexane; 1.1: intramolecular Diels-Alder reaction / 2.2: Tamao oxidation;

DOI:10.1021/ja0375582

upstream raw materials:

(2R,3S,4R,6R)-6-Furan-2-yl-3,4-dimethoxy-2-methoxymethyl-tetrahydro-pyran