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

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Chemical Name:(2S,4S,6R)-6-((E)-3-iodo-2-methylallyl)-2,4-dimethoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran
CAS No.:1394247-72-3
Molecular Formula:C₂₃H₃₃IO₃
Molecular Weight:484.418
Hs Code.:

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

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

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

There total 4 articles about (2S,4S,6R)-6-((E)-3-iodo-2-methylallyl)-2,4-dimethoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran 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: 61.0%

: 1375950-75-6
(2E,8R,10R,12E)-10-(tert-butyldimethylsilyloxy)-8-hydroxy-13-iodo-3,12-dimethyl-1-phenyltrideca-2,12-dien-6-one

: 1394247-72-3
(2S,4S,6R)-6-((E)-3-iodo-2-methylallyl)-2,4-dimethoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran

Guidance literature:: With camphor-10-sulfonic acid; In methanol; at 20 ℃; for 1.5h;
DOI:10.1021/ol302219x

Reference yield: 53.0%

: 67-56-1
methanol

: 1394247-76-7
(S,2E,7E,12E)-10-((tert-butyldimethylsilyl)oxy)-13-iodo-3,12-dimethyl-1-phenyltrideca-2,7,12-trien-6-one

: 1394247-72-3
(2S,4S,6R)-6-((E)-3-iodo-2-methylallyl)-2,4-dimethoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran

Guidance literature:: With camphor-10-sulfonic acid; at 20 ℃; for 3h;
DOI:10.1021/ol302219x

Reference yield:

: 1375950-76-7
(E)-5-methyl-7-phenylhept-5-en-2-one

: 1394247-72-3
(2S,4S,6R)-6-((E)-3-iodo-2-methylallyl)-2,4-dimethoxy-2-((E)-3-methyl-5-phenylpent-3-en-1-yl)tetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1.1: (-)-diisopinocamphenylborane chloride; triethylamine / diethyl ether / 1.5 h / -78 - 0 °C / Inert atmosphere

1.2: -78 °C / Inert atmosphere

1.3: 3407 / 1 h / 20 °C / Inert atmosphere

2.1: camphor-10-sulfonic acid / methanol / 1.5 h / 20 °C

With camphor-10-sulfonic acid; triethylamine; (-)-diisopinocamphenylborane chloride; In methanol; diethyl ether;
DOI:10.1021/ol302219x