7-(tert-butyl-dimethyl-silanyloxy)-8-{6-[18-(tert-butyl-diphenyl-silanyloxy)-8,10,14-trihydroxy-2,4,6,16-tetramethoxy-3,7,9,11,15,17-hexamethyl-octadecyl]-5,6-dihydro-2H-pyran-2-yl}-4-methyl-octa-2,4-dienoic acid methyl ester

Base Information

Chemical Name:7-(tert-butyl-dimethyl-silanyloxy)-8-{6-[18-(tert-butyl-diphenyl-silanyloxy)-8,10,14-trihydroxy-2,4,6,16-tetramethoxy-3,7,9,11,15,17-hexamethyl-octadecyl]-5,6-dihydro-2H-pyran-2-yl}-4-methyl-octa-2,4-dienoic acid methyl ester
CAS No.:618116-83-9
Molecular Formula:C₆₅H₁₁₀O₁₂Si₂
Molecular Weight:1139.75
Hs Code.:

7-(<i>tert</i>-butyl-dimethyl-silanyloxy)-8-{6-[18-(<i>tert</i>-butyl-diphenyl-silanyloxy)-8,10,14-trihydroxy-2,4,6,16-tetramethoxy-3,7,9,11,15,17-hexamethyl-octadecyl]-5,6-dihydro-2<i>H</i>-pyran-2-yl}-4-methyl-octa-2,4-dienoic acid methyl ester

Synonyms:7-(tert-butyl-dimethyl-silanyloxy)-8-{6-[18-(tert-butyl-diphenyl-silanyloxy)-8,10,14-trihydroxy-2,4,6,16-tetramethoxy-3,7,9,11,15,17-hexamethyl-octadecyl]-5,6-dihydro-2H-pyran-2-yl}-4-methyl-octa-2,4-dienoic acid methyl ester

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Chemical Property of 7-(tert-butyl-dimethyl-silanyloxy)-8-{6-[18-(tert-butyl-diphenyl-silanyloxy)-8,10,14-trihydroxy-2,4,6,16-tetramethoxy-3,7,9,11,15,17-hexamethyl-octadecyl]-5,6-dihydro-2H-pyran-2-yl}-4-methyl-octa-2,4-dienoic acid methyl ester

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Technology Process of 7-(tert-butyl-dimethyl-silanyloxy)-8-{6-[18-(tert-butyl-diphenyl-silanyloxy)-8,10,14-trihydroxy-2,4,6,16-tetramethoxy-3,7,9,11,15,17-hexamethyl-octadecyl]-5,6-dihydro-2H-pyran-2-yl}-4-methyl-octa-2,4-dienoic acid methyl ester

There total 6 articles about 7-(tert-butyl-dimethyl-silanyloxy)-8-{6-[18-(tert-butyl-diphenyl-silanyloxy)-8,10,14-trihydroxy-2,4,6,16-tetramethoxy-3,7,9,11,15,17-hexamethyl-octadecyl]-5,6-dihydro-2H-pyran-2-yl}-4-methyl-octa-2,4-dienoic acid methyl ester 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: 79.0%

: 618116-93-1
C₆₈H₁₁₄O₁₂Si₂

: 618116-83-9
7-(tert-butyl-dimethyl-silanyloxy)-8-{6-[18-(tert-butyl-diphenyl-silanyloxy)-8,10,14-trihydroxy-2,4,6,16-tetramethoxy-3,7,9,11,15,17-hexamethyl-octadecyl]-5,6-dihydro-2H-pyran-2-yl}-4-methyl-octa-2,4-dienoic acid methyl ester

Guidance literature:: With silica gel; iron(III) chloride; In chloroform; at 20 ℃; for 8h;
DOI:10.1021/ol0352299

Reference yield:

: 157830-72-3
(2E,4E)-(S)-7-(tert-Butyl-dimethyl-silanyloxy)-8-[(2R,6S)-6-((2S,3R)-2-methoxy-3-methyl-4-trimethylsilanyloxy-pent-4-enyl)-5,6-dihydro-2H-pyran-2-yl]-4-methyl-octa-2,4-dienoic acid methyl ester

: 618116-83-9
7-(tert-butyl-dimethyl-silanyloxy)-8-{6-[18-(tert-butyl-diphenyl-silanyloxy)-8,10,14-trihydroxy-2,4,6,16-tetramethoxy-3,7,9,11,15,17-hexamethyl-octadecyl]-5,6-dihydro-2H-pyran-2-yl}-4-methyl-octa-2,4-dienoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / BF₃*OEt₃ / CH₂Cl₂ / 1.33 h / -78 °C

2: 77 percent / catecholborane / tetrahydrofuran / 26 h / -78 - -20 °C

3: 99 percent / 2,6-di-tert-butylpyridine / 8.5 h / 20 °C

4: 97 percent / NaBH₄ / methanol / 3 h / -20 - 0 °C

5: 79 percent / FeCl₃*SiO₂ / CHCl₃ / 8 h / 20 °C

With sodium tetrahydroborate; 2,6-di-tert-butyl-pyridine; boron trifluoride diethyl etherate; silica gel; iron(III) chloride; benzo[1,3,2]dioxaborole; In tetrahydrofuran; methanol; dichloromethane; chloroform;
DOI:10.1021/ol0352299

Reference yield:

: 157830-71-2
methyl (E,E)-(7S)-8-[(2R,6S)-6-{(2S,3R)-2-methoxy-3-methylpentan-4-on-1-yl}-5,6-dihydro-2H-pyran-2-yl]-7-tert-butyldimethylsilyloxy-4-methylocta-2,4-dienoate

: 618116-83-9
7-(tert-butyl-dimethyl-silanyloxy)-8-{6-[18-(tert-butyl-diphenyl-silanyloxy)-8,10,14-trihydroxy-2,4,6,16-tetramethoxy-3,7,9,11,15,17-hexamethyl-octadecyl]-5,6-dihydro-2H-pyran-2-yl}-4-methyl-octa-2,4-dienoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / Et₃N; LHDMS / tetrahydrofuran / 1.33 h / -78 °C

2: 87 percent / BF₃*OEt₃ / CH₂Cl₂ / 1.33 h / -78 °C

3: 77 percent / catecholborane / tetrahydrofuran / 26 h / -78 - -20 °C

4: 99 percent / 2,6-di-tert-butylpyridine / 8.5 h / 20 °C

5: 97 percent / NaBH₄ / methanol / 3 h / -20 - 0 °C

6: 79 percent / FeCl₃*SiO₂ / CHCl₃ / 8 h / 20 °C

With sodium tetrahydroborate; 2,6-di-tert-butyl-pyridine; boron trifluoride diethyl etherate; silica gel; iron(III) chloride; triethylamine; lithium hexamethyldisilazane; benzo[1,3,2]dioxaborole; In tetrahydrofuran; methanol; dichloromethane; chloroform;
DOI:10.1021/ol0352299