(3S,4Z)-methyl 3-hydroxy-4-iodo-7-(4-methoxybenzyloxy)-2,2-dimethylhept-4-enoate

Base Information

Chemical Name:(3S,4Z)-methyl 3-hydroxy-4-iodo-7-(4-methoxybenzyloxy)-2,2-dimethylhept-4-enoate
CAS No.:1558003-50-1
Molecular Formula:C₁₈H₂₅IO₅
Molecular Weight:448.298
Hs Code.:

Synonyms:(3S,4Z)-methyl 3-hydroxy-4-iodo-7-(4-methoxybenzyloxy)-2,2-dimethylhept-4-enoate

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Chemical Property of (3S,4Z)-methyl 3-hydroxy-4-iodo-7-(4-methoxybenzyloxy)-2,2-dimethylhept-4-enoate

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Technology Process of (3S,4Z)-methyl 3-hydroxy-4-iodo-7-(4-methoxybenzyloxy)-2,2-dimethylhept-4-enoate

There total 3 articles about (3S,4Z)-methyl 3-hydroxy-4-iodo-7-(4-methoxybenzyloxy)-2,2-dimethylhept-4-enoate 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: 86.0%

: 1558003-48-7,1558003-49-8
(3S,4Z)-methyl 3-hydroxy-7-(4-methoxybenzyloxy)-2,2-dimethyl-4-(triphenylstannyl)hept-4-enoate

: 1558003-50-1
(3S,4Z)-methyl 3-hydroxy-4-iodo-7-(4-methoxybenzyloxy)-2,2-dimethylhept-4-enoate

Guidance literature:: With N-iodo-succinimide; In dichloromethane; at 0 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1021/ol5000499

Reference yield:

: 14002-80-3
Methyl 2,2-dimethyl-3-hydroxypropionate

: 1558003-50-1
(3S,4Z)-methyl 3-hydroxy-4-iodo-7-(4-methoxybenzyloxy)-2,2-dimethylhept-4-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.1: triethylamine; (-)-N-methylephedrine; zinc trifluoromethanesulfonate / toluene / 1 h / 20 °C / Inert atmosphere

2.2: 63 h / 60 °C / Inert atmosphere

3.1: triethyl borane / toluene; hexane / 20 h / 20 °C / Inert atmosphere; Sealed tube

4.1: N-iodo-succinimide / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

With N-iodo-succinimide; triethyl borane; (-)-N-methylephedrine; sulfur trioxide pyridine complex; zinc trifluoromethanesulfonate; dimethyl sulfoxide; triethylamine; In hexane; dichloromethane; toluene;
DOI:10.1021/ol5000499

Reference yield:

: 1558003-47-6
(3R)-methyl 3-hydroxy-7-(4-methoxybenzyloxy)-2,2-dimethylhept-4-ynoate

: 1558003-50-1
(3S,4Z)-methyl 3-hydroxy-4-iodo-7-(4-methoxybenzyloxy)-2,2-dimethylhept-4-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: triethyl borane / toluene; hexane / 20 h / 20 °C / Inert atmosphere; Sealed tube

2: N-iodo-succinimide / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

With N-iodo-succinimide; triethyl borane; In hexane; dichloromethane; toluene;
DOI:10.1021/ol5000499