1,1-dimethylethyl<2E,4S,5R,6S,8R,9S,10R,11R,12R,13S,14R,16E>-17-iodo-4,6,8,10,12,14-hexamethyl-7-oxo-11-((4-methoxyphenyl)methoxy)-5,9,13-tris((1,1-dimethylethyl)dimethylsiloxy)heptadeca-2,16-dienoate

Base Information

Chemical Name:1,1-dimethylethyl<2E,4S,5R,6S,8R,9S,10R,11R,12R,13S,14R,16E>-17-iodo-4,6,8,10,12,14-hexamethyl-7-oxo-11-((4-methoxyphenyl)methoxy)-5,9,13-tris((1,1-dimethylethyl)dimethylsiloxy)heptadeca-2,16-dienoate
CAS No.:149157-59-5
Molecular Formula:C₅₃H₉₇IO₈Si₃
Molecular Weight:1073.51
Hs Code.:

1,1-dimethylethyl<2E,4S,5R,6S,8R,9S,10R,11R,12R,13S,14R,16E>-17-iodo-4,6,8,10,12,14-hexamethyl-7-oxo-11-((4-methoxyphenyl)methoxy)-5,9,13-tris((1,1-dimethylethyl)dimethylsiloxy)heptadeca-2,16-dienoate

Synonyms:1,1-dimethylethyl<2E,4S,5R,6S,8R,9S,10R,11R,12R,13S,14R,16E>-17-iodo-4,6,8,10,12,14-hexamethyl-7-oxo-11-((4-methoxyphenyl)methoxy)-5,9,13-tris((1,1-dimethylethyl)dimethylsiloxy)heptadeca-2,16-dienoate

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Chemical Property of 1,1-dimethylethyl<2E,4S,5R,6S,8R,9S,10R,11R,12R,13S,14R,16E>-17-iodo-4,6,8,10,12,14-hexamethyl-7-oxo-11-((4-methoxyphenyl)methoxy)-5,9,13-tris((1,1-dimethylethyl)dimethylsiloxy)heptadeca-2,16-dienoate

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Technology Process of 1,1-dimethylethyl<2E,4S,5R,6S,8R,9S,10R,11R,12R,13S,14R,16E>-17-iodo-4,6,8,10,12,14-hexamethyl-7-oxo-11-((4-methoxyphenyl)methoxy)-5,9,13-tris((1,1-dimethylethyl)dimethylsiloxy)heptadeca-2,16-dienoate

There total 22 articles about 1,1-dimethylethyl<2E,4S,5R,6S,8R,9S,10R,11R,12R,13S,14R,16E>-17-iodo-4,6,8,10,12,14-hexamethyl-7-oxo-11-((4-methoxyphenyl)methoxy)-5,9,13-tris((1,1-dimethylethyl)dimethylsiloxy)heptadeca-2,16-dienoate 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: 96.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 149157-58-4
1,1-dimethylethyl<2E,4S,5R,6S,8R,9S,10S,11S,12R,13S,14R,16E>-9-hydroxy-17-iodo-4,6,8,10,12,14-hexamethyl-7-oxo-11-((4-methoxyphenyl)methoxy)-5,13-bis((1,1-dimethylethyl)dimethylsiloxy)heptadeca-2,16-dienoate

: 149157-59-5
1,1-dimethylethyl<2E,4S,5R,6S,8R,9S,10R,11R,12R,13S,14R,16E>-17-iodo-4,6,8,10,12,14-hexamethyl-7-oxo-11-((4-methoxyphenyl)methoxy)-5,9,13-tris((1,1-dimethylethyl)dimethylsiloxy)heptadeca-2,16-dienoate

Guidance literature:: With lutidine; In dichloromethane; at -30 ℃;
DOI:10.1016/S0040-4039(00)77580-0

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 149157-59-5
1,1-dimethylethyl<2E,4S,5R,6S,8R,9S,10R,11R,12R,13S,14R,16E>-17-iodo-4,6,8,10,12,14-hexamethyl-7-oxo-11-((4-methoxyphenyl)methoxy)-5,9,13-tris((1,1-dimethylethyl)dimethylsiloxy)heptadeca-2,16-dienoate

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

2: 1.) n-BuLi / 1.) THF, hexane, from -78 deg C to 0 deg C, 2.) THF, hexane, 0 deg C, 30 min

3: 100 percent / Et₃SiH / 10percent Pd/C / acetone / 0.25 h / 23 °C

4: 1.) n-BuLi / 1.) THF, hexane, 23 deg C, 45 min, 2.) THF, hexane, 30 min

5: 95 percent / FeCl₃*SiO₂ / acetone / 11 h / 23 °C

6: 1.) i-Pr₂NEt / 1.) CH₂Cl₂, -78 deg C, 90 min, 2.) CH₂Cl₂, from -78 deg C to -25 deg C, 5 h

7: 96 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / -25 °C

With 2,6-dimethylpyridine; triethylsilane; n-butyllithium; silica gel; iron(III) chloride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane; acetone;
DOI:10.1021/ja00077a049

Reference yield:

: 101712-01-0,141423-22-5,141423-21-4
(R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methylpentane-1,3-dione

: 149157-59-5
1,1-dimethylethyl<2E,4S,5R,6S,8R,9S,10R,11R,12R,13S,14R,16E>-17-iodo-4,6,8,10,12,14-hexamethyl-7-oxo-11-((4-methoxyphenyl)methoxy)-5,9,13-tris((1,1-dimethylethyl)dimethylsiloxy)heptadeca-2,16-dienoate

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) TiCl₄, i-Pr₂NEt / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) CH₂Cl₂, -50 deg C, 15 h

2: 82 percent / Zn(BH₄)2 / CH₂Cl₂; diethyl ether / 3 h / -25 - -12 °C

3: 89 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

4: 1.) n-BuLi / 1.) THF, hexane, from -78 deg C to 0 deg C, 2.) THF, hexane, 0 deg C, 30 min

5: 100 percent / Et₃SiH / 10percent Pd/C / acetone / 0.25 h / 23 °C

6: 1.) n-BuLi / 1.) THF, hexane, 23 deg C, 45 min, 2.) THF, hexane, 30 min

7: 95 percent / FeCl₃*SiO₂ / acetone / 11 h / 23 °C

8: 1.) i-Pr₂NEt / 1.) CH₂Cl₂, -78 deg C, 90 min, 2.) CH₂Cl₂, from -78 deg C to -25 deg C, 5 h

9: 96 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / -25 °C

With 2,6-dimethylpyridine; triethylsilane; n-butyllithium; zinc(II) tetrahydroborate; silica gel; iron(III) chloride; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In diethyl ether; dichloromethane; acetone;
DOI:10.1021/ja00077a049