4-(tert-butyl-dimethyl-silanyloxy)-6-[12-(tert-butyl-dimethyl-silanyloxy)-14-(4-methoxy-benzyloxy)-2,6-bis-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-3,5-dimethyl-tetrahydro-pyran-2-one

Base Information

Chemical Name:4-(tert-butyl-dimethyl-silanyloxy)-6-[12-(tert-butyl-dimethyl-silanyloxy)-14-(4-methoxy-benzyloxy)-2,6-bis-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-3,5-dimethyl-tetrahydro-pyran-2-one
CAS No.:852049-59-3
Molecular Formula:C₅₆H₉₈O₁₀Si₂
Molecular Weight:987.559
Hs Code.:

4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-6-[12-(<i>tert</i>-butyl-dimethyl-silanyloxy)-14-(4-methoxy-benzyloxy)-2,6-bis-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-3,5-dimethyl-tetrahydro-pyran-2-one

Synonyms:4-(tert-butyl-dimethyl-silanyloxy)-6-[12-(tert-butyl-dimethyl-silanyloxy)-14-(4-methoxy-benzyloxy)-2,6-bis-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-3,5-dimethyl-tetrahydro-pyran-2-one

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Chemical Property of 4-(tert-butyl-dimethyl-silanyloxy)-6-[12-(tert-butyl-dimethyl-silanyloxy)-14-(4-methoxy-benzyloxy)-2,6-bis-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-3,5-dimethyl-tetrahydro-pyran-2-one

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Technology Process of 4-(tert-butyl-dimethyl-silanyloxy)-6-[12-(tert-butyl-dimethyl-silanyloxy)-14-(4-methoxy-benzyloxy)-2,6-bis-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-3,5-dimethyl-tetrahydro-pyran-2-one

There total 15 articles about 4-(tert-butyl-dimethyl-silanyloxy)-6-[12-(tert-butyl-dimethyl-silanyloxy)-14-(4-methoxy-benzyloxy)-2,6-bis-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-3,5-dimethyl-tetrahydro-pyran-2-one 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: 60.0%

: 850211-69-7
tert-Butyl-[(Z)-(1S,2R,3S,4S)-1-((R)-2-iodo-1-methyl-ethyl)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-octa-5,7-dienyloxy]-dimethyl-silane

: 852049-58-2
(3R,4S,5S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-((3Z,8Z)-(2S,5S,6S,7S)-9-iodo-2,6-bis-methoxymethoxy-5,7-dimethyl-deca-3,8-dienyl)-3,5-dimethyl-tetrahydro-pyran-2-one

: 852049-59-3
4-(tert-butyl-dimethyl-silanyloxy)-6-[12-(tert-butyl-dimethyl-silanyloxy)-14-(4-methoxy-benzyloxy)-2,6-bis-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-3,5-dimethyl-tetrahydro-pyran-2-one

Guidance literature:: tert-Butyl-[(Z)-(1S,2R,3S,4S)-1-((R)-2-iodo-1-methyl-ethyl)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-octa-5,7-dienyloxy]-dimethyl-silane; With 9-MeO-BBN; tert.-butyl lithium; In various solvents; at 20 ℃; for 1h;

(3R,4S,5S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-((3Z,8Z)-(2S,5S,6S,7S)-9-iodo-2,6-bis-methoxymethoxy-5,7-dimethyl-deca-3,8-dienyl)-3,5-dimethyl-tetrahydro-pyran-2-one; With triphenyl-arsane; caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In various solvents; at 20 ℃; for 20h;
DOI:10.1021/ol050455z

Reference yield:

: (Z)-(4S,5R,6R)-2,7-Diiodo-5-methoxymethoxy-4,6-dimethyl-hept-2-ene

: 852049-59-3
4-(tert-butyl-dimethyl-silanyloxy)-6-[12-(tert-butyl-dimethyl-silanyloxy)-14-(4-methoxy-benzyloxy)-2,6-bis-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-3,5-dimethyl-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 88 percent / 18 h / 95 °C

2.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

2.2: 62 percent / tetrahydrofuran / -78 - -10 °C

3.1: t-BuLi; 9-MeO-BBN / various solvents / 1 h / 20 °C

3.2: 60 percent / Cs₂CO₃; AsPh₃ / Pd(dppf)Cl₂ / various solvents / 20 h / 20 °C

With 9-MeO-BBN; tert.-butyl lithium; sodium hexamethyldisilazane; In tetrahydrofuran; various solvents; 2.2: Wittig reaction / 3.2: Suzuki cross-coupling;
DOI:10.1021/ol050455z

Reference yield:

: (Z)-(2S,3R,4S)-6-Iodo-3-methoxymethoxy-2,4-dimethyl-hept-5-en-1-ol

: 852049-59-3
4-(tert-butyl-dimethyl-silanyloxy)-6-[12-(tert-butyl-dimethyl-silanyloxy)-14-(4-methoxy-benzyloxy)-2,6-bis-methoxymethoxy-5,7,9,11,13,15-hexamethyl-nonadeca-3,8,16,18-tetraenyl]-3,5-dimethyl-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: PPh₃; imidazole; iodine / diethyl ether; benzene / 12 h / 20 °C

2.1: 88 percent / 18 h / 95 °C

3.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

3.2: 62 percent / tetrahydrofuran / -78 - -10 °C

4.1: t-BuLi; 9-MeO-BBN / various solvents / 1 h / 20 °C

4.2: 60 percent / Cs₂CO₃; AsPh₃ / Pd(dppf)Cl₂ / various solvents / 20 h / 20 °C

With 1H-imidazole; 9-MeO-BBN; iodine; tert.-butyl lithium; sodium hexamethyldisilazane; triphenylphosphine; In tetrahydrofuran; diethyl ether; various solvents; benzene; 3.2: Wittig reaction / 4.2: Suzuki cross-coupling;
DOI:10.1021/ol050455z