(2S,4R,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-ol

Base Information

Chemical Name:(2S,4R,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-ol
CAS No.:1394247-78-9
Molecular Formula:C₂₂H₃₁IO₃
Molecular Weight:470.391
Hs Code.:

Synonyms:(2S,4R,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-ol

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Chemical Property of (2S,4R,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-ol

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Technology Process of (2S,4R,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-ol

There total 2 articles about (2S,4R,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)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:

: C₂₁H₂₉IO₃

: 149-73-5
trimethyl orthoformate

: 1394247-78-9
(2S,4R,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-ol

Guidance literature:: With pyridinium p-toluenesulfonate; In methanol; at 0 ℃; for 0.5h;
DOI:10.1021/ol302219x

Reference yield:

: C₂₁H₂₉IO₃

: 149-73-5
trimethyl orthoformate

: 1394247-88-1
(2S,4S,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-ol

: 1394247-78-9
(2S,4R,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-ol

Guidance literature:: With pyridinium p-toluenesulfonate; In methanol; at 0 ℃; for 0.5h;
DOI:10.1021/ol302219x

Reference yield: 96.0%

: 1394247-78-9
(2S,4R,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-ol

: methyl (E)-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hepta-2,6-dienoate

: methyl (2E,8E)-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)-10-((2R,4R,6S)-4-hydroxy-6-methoxy-6-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-2-yl)-9-methyldeca-2,8-dienoate

Guidance literature:: methyl (E)-3-(2-((tert-butyldimethylsilyl)oxy)ethyl)hepta-2,6-dienoate; With 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; at 0 - 20 ℃; for 2.5h; Inert atmosphere;

(2S,4R,6R)-6-((E)-3-iodo-2-methylallyl)-2-methoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran-4-ol; With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triphenylphosphine; In tetrahydrofuran; at 46 - 50 ℃; for 4h; Inert atmosphere;

With ethanolamine; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/chem.201403176