3-(S)-tert-butyldimethylsilyloxy-1-iodo-4-(3-methoxymethyl)phenyl-1-butene

Base Information

• Chemical Name: 3-(S)-tert-butyldimethylsilyloxy-1-iodo-4-(3-methoxymethyl)phenyl-1-butene
• CAS No.: 253350-40-2
• Molecular Formula: C₁₈H₂₉IO₂Si
• Molecular Weight: 432.417
• Mol file: 253350-40-2.mol

Synonyms:3-(S)-tert-butyldimethylsilyloxy-1-iodo-4-(3-methoxymethyl)phenyl-1-butene

Chemical Property of 3-(S)-tert-butyldimethylsilyloxy-1-iodo-4-(3-methoxymethyl)phenyl-1-butene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(S)-tert-butyldimethylsilyloxy-1-iodo-4-(3-methoxymethyl)phenyl-1-butene

There total 13 articles about 3-(S)-tert-butyldimethylsilyloxy-1-iodo-4-(3-methoxymethyl)phenyl-1-butene 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: 89.0%

→ 3-(S)-tert-butyldimethylsilyloxy-1-iodo-4-(3-methoxymethyl)phenyl-1-butene (253350-40-2)

Guidance literature:

Reference yield: 80.0%

3-(S)-t-butyldimethylsilyloxy-4-(3-methoxymethylphenyl)-1-butyne (253350-39-9) → 3-(S)-tert-butyldimethylsilyloxy-1-iodo-4-(3-methoxymethyl)phenyl-1-butene (253350-40-2)

Guidance literature:

3-(S)-t-butyldimethylsilyloxy-4-(3-methoxymethylphenyl)-1-butyne; With Schwartz's reagent; In tetrahydrofuran; at 20 ℃; for 0.75h;

With iodine; In tetrahydrofuran; at 0 ℃; for 0.25h;

DOI:10.1016/S0968-0896(02)00031-7

Reference yield:

bis(cyclopentadienyl)zirconium chloride hydride + (3S)-4-(3-methoxymethylphenyl)-1-butyn-3-ol (253350-38-8) → 3-(S)-tert-butyldimethylsilyloxy-1-iodo-4-(3-methoxymethyl)phenyl-1-butene (253350-40-2)

Guidance literature:

With iodine; In tetrahydrofuran; hexane;

upstream raw materials:

3-(S)-t-butyldimethylsilyloxy-4-(3-methoxymethylphenyl)-1-butyne

3-(methoxymethyl)bromobenzene

tert-butyldimethylsilyl chloride

(3S)-4-(3-methoxymethylphenyl)-1-butyn-3-ol

Downstream raw materials:

4-(2-{(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-4-(3-methoxymethyl-phenyl)-but-1-enyl]-5-oxo-cyclopentyl}-2-hydroxy-ethylsulfanyl)-butyric acid methyl ester

4-{2-[(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-4-(3-methoxymethyl-phenyl)-but-1-enyl]-5-oxo-cyclopent-(E)-ylidene]-ethylsulfanyl}-butyric acid methyl ester

methyl 4-({2-[(1R,2R,3S)-3-{[dimethyl(2-methyl-2-propanyl)silyl]-oxy}-2-{(1E,3S)-3-{[dimethyl(2-methyl-2-propanyl)silyl]oxy}-4-[3-(methoxymethyl)phenyl]-1-buten-1-yl}-5-oxocyclopentyl]ethyl}sulfanyl)-butanoate

(Z)-7-{(1R,2R,3R,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-4-(3-methoxymethyl-phenyl)-but-1-enyl]-5-hydroxy-cyclopentyl}-hept-5-enoic acid methyl ester