4-O-(4-methoxytetrahydropyran-4-yl)-2,3:5,6-di-O-isopropylidene-D-myo-inositol

Base Information

• Chemical Name: 4-O-(4-methoxytetrahydropyran-4-yl)-2,3:5,6-di-O-isopropylidene-D-myo-inositol
• CAS No.: 119874-38-3
• Molecular Formula: C₁₈H₃₀O₈
• Molecular Weight: 374.431

Synonyms:4-O-(4-methoxytetrahydropyran-4-yl)-2,3:5,6-di-O-isopropylidene-D-myo-inositol

Chemical Property of 4-O-(4-methoxytetrahydropyran-4-yl)-2,3:5,6-di-O-isopropylidene-D-myo-inositol

Chemical Property:

Purity/Quality:

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Technology Process of 4-O-(4-methoxytetrahydropyran-4-yl)-2,3:5,6-di-O-isopropylidene-D-myo-inositol

There total 13 articles about 4-O-(4-methoxytetrahydropyran-4-yl)-2,3:5,6-di-O-isopropylidene-D-myo-inositol 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: 85.0%

1-O-(tert-butyldiphenylsilyl)-4-O-(4-methoxytetrahydropyran-4-yl)-2,3:5,6-di-O-isopropylidene-D-myo-inositol (119874-37-2,124648-23-3) → 4-O-(4-methoxytetrahydropyran-4-yl)-2,3:5,6-di-O-isopropylidene-D-myo-inositol (119874-38-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)82254-6

Reference yield:

1(3)-O-(tert-butyldiphenylsilyl)-2,3(1):5,6(4)-di-O-isopropylidene-D-myo-inositol (119874-35-0,119943-93-0,124648-22-2) → 4-O-(4-methoxytetrahydropyran-4-yl)-2,3:5,6-di-O-isopropylidene-D-myo-inositol (119874-38-3)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridinium 4-toluenesulfonate / CH₂Cl₂ / 1 h

2: pyridinium 4-toluenesulphonate / CH₂Cl₂ / 0.75 h / Ambient temperature

3: tetrabutylammonium fluoride / tetrahydrofuran / 16 h

With tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/0223-5234(94)90146-5

Reference yield:

4-methoxy-2,6-dihydropyran (17327-22-9) → 4-O-(4-methoxytetrahydropyran-4-yl)-2,3:5,6-di-O-isopropylidene-D-myo-inositol (119874-38-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / pyridinium p-toluenesulphonate / CH₂Cl₂

2: 85 percent / TBAF / tetrahydrofuran

With tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(00)82254-6

upstream raw materials:

1-O-(tert-butyldiphenylsilyl)-4-O-(4-methoxytetrahydropyran-4-yl)-2,3:5,6-di-O-isopropylidene-D-myo-inositol

1⁽³⁾-O-(tert-butyldiphenylsilyl)-2,3⁽¹⁾:5,6⁽⁴⁾-di-O-isopropylidene-D-myo-inositol

(+/-)-1,2:4,5-di-O-isopropylidene-myo-inositol

(L)-1,2:4,5-di-O-isopropylidene-myo-inositol

Downstream raw materials:

1D-myo-inositol-1-(1',2'-di-O-hexadecanoyl-sn-glycer-3'-yl sodium phosphate)

2,3:5,6-di-O-isopropylidene-4-O-(4-methoxytetrahydropyran-4-yl)-D-myo-inositol 1-(1,2-di-O-hexadecanoyl-sn-glycer-3-yl phenyl phosphate)

2,3:5,6-di-O-isopropylidene-4-O-(4-methoxytetrahydropyran-4-yl)-D-myo-inositol 1-(2,3-di-O-hexadecanoyl-sn-glycer-1-yl phenyl phosphate)

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