(2R,4R,6S)-2-((E)-3-iodo-2-methylallyl)-6-((E)-3-methyl-5-phenylpent-3-enyl)tetrahydro-2H-pyran-4-ol

Base Information

Chemical Name:(2R,4R,6S)-2-((E)-3-iodo-2-methylallyl)-6-((E)-3-methyl-5-phenylpent-3-enyl)tetrahydro-2H-pyran-4-ol
CAS No.:1375951-00-0
Molecular Formula:C₂₁H₂₉IO₂
Molecular Weight:440.365
Hs Code.:

Synonyms:(2R,4R,6S)-2-((E)-3-iodo-2-methylallyl)-6-((E)-3-methyl-5-phenylpent-3-enyl)tetrahydro-2H-pyran-4-ol

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Chemical Property of (2R,4R,6S)-2-((E)-3-iodo-2-methylallyl)-6-((E)-3-methyl-5-phenylpent-3-enyl)tetrahydro-2H-pyran-4-ol

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Technology Process of (2R,4R,6S)-2-((E)-3-iodo-2-methylallyl)-6-((E)-3-methyl-5-phenylpent-3-enyl)tetrahydro-2H-pyran-4-ol

There total 9 articles about (2R,4R,6S)-2-((E)-3-iodo-2-methylallyl)-6-((E)-3-methyl-5-phenylpent-3-enyl)tetrahydro-2H-pyran-4-ol 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: 100.0%

: 1375950-99-4
tert-butyl((2R,4R,6S)-2-((E)-3-iodo-2-methylallyl)-6-((E)-3-methyl-5-phenylpent-3-enyl)tetrahydro-2H-pyran-4-yloxy)dimethylsilane

: 1375951-00-0
(2R,4R,6S)-2-((E)-3-iodo-2-methylallyl)-6-((E)-3-methyl-5-phenylpent-3-enyl)tetrahydro-2H-pyran-4-ol

Guidance literature:: With camphor-10-sulfonic acid; In tetrahydrofuran; methanol; at 20 ℃; for 2h;
DOI:10.1002/anie.201108749

Reference yield:

: 1375950-97-2
(2S,4R,6R)-2-(but-3-ynyl)-6-(3-(trimethylsilyl)prop-2-ynyl)tetrahydro-2H-pyran-4-ol

: 1375951-00-0
(2R,4R,6S)-2-((E)-3-iodo-2-methylallyl)-6-((E)-3-methyl-5-phenylpent-3-enyl)tetrahydro-2H-pyran-4-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 2 h / -78 °C

2.1: zirconocene dichloride; tert-butyl alcohol / dichloromethane; toluene / 24 h / 0 - 20 °C / Inert atmosphere

2.2: 5 h / 0 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 60 h / 20 °C / Inert atmosphere

4.1: potassium carbonate / tetrahydrofuran; methanol / 3 h / 0 - 20 °C

5.1: zirconocene dichloride; tert-butyl alcohol / dichloromethane; toluene / 0 - 20 °C / Inert atmosphere

5.2: -20 - 20 °C / Inert atmosphere

6.1: camphor-10-sulfonic acid / tetrahydrofuran; methanol / 2 h / 20 °C

With 2,6-dimethylpyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; zirconocene dichloride; camphor-10-sulfonic acid; potassium carbonate; tert-butyl alcohol; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; toluene; 3.1: Negishi coupling reaction;
DOI:10.1002/anie.201108749

Reference yield:

: 1375950-98-3
tert-butyldimethyl((2S,4R,6R)-2-((E)-3-methyl-5-phenylpent-3-enyl)-6-(3-(trimethylsilyl)prop-2-ynyl)tetrahydro-2H-pyran-4-yloxy)silane

: 1375951-00-0
(2R,4R,6S)-2-((E)-3-iodo-2-methylallyl)-6-((E)-3-methyl-5-phenylpent-3-enyl)tetrahydro-2H-pyran-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / tetrahydrofuran; methanol / 3 h / 0 - 20 °C

2.1: zirconocene dichloride; tert-butyl alcohol / dichloromethane; toluene / 0 - 20 °C / Inert atmosphere

2.2: -20 - 20 °C / Inert atmosphere

3.1: camphor-10-sulfonic acid / tetrahydrofuran; methanol / 2 h / 20 °C

With zirconocene dichloride; camphor-10-sulfonic acid; potassium carbonate; tert-butyl alcohol; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1002/anie.201108749