tert-butyl-{2-[4,8-dimethyl-10-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-6-(toluene-4-sulfonyl)-deca-3,7-dienyl]-2,8-dimethyl-2H-chromen-6-yloxy}-dimethyl-silane

Base Information

Chemical Name:tert-butyl-{2-[4,8-dimethyl-10-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-6-(toluene-4-sulfonyl)-deca-3,7-dienyl]-2,8-dimethyl-2H-chromen-6-yloxy}-dimethyl-silane
CAS No.:890527-33-0
Molecular Formula:C₄₃H₆₄O₆SSi
Molecular Weight:737.129
Hs Code.:

<i>tert</i>-butyl-{2-[4,8-dimethyl-10-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-6-(toluene-4-sulfonyl)-deca-3,7-dienyl]-2,8-dimethyl-2<i>H</i>-chromen-6-yloxy}-dimethyl-silane

Synonyms:tert-butyl-{2-[4,8-dimethyl-10-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-6-(toluene-4-sulfonyl)-deca-3,7-dienyl]-2,8-dimethyl-2H-chromen-6-yloxy}-dimethyl-silane

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Chemical Property of tert-butyl-{2-[4,8-dimethyl-10-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-6-(toluene-4-sulfonyl)-deca-3,7-dienyl]-2,8-dimethyl-2H-chromen-6-yloxy}-dimethyl-silane

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Technology Process of tert-butyl-{2-[4,8-dimethyl-10-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-6-(toluene-4-sulfonyl)-deca-3,7-dienyl]-2,8-dimethyl-2H-chromen-6-yloxy}-dimethyl-silane

There total 24 articles about tert-butyl-{2-[4,8-dimethyl-10-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-6-(toluene-4-sulfonyl)-deca-3,7-dienyl]-2,8-dimethyl-2H-chromen-6-yloxy}-dimethyl-silane 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: 37.0%

: 890527-17-0
(2E)-1-bromo-5-[6-(tert-butyldimethylsilyloxy)-2,8-dimethyl-2H-chromen-2-yl]-2-methyl-2-pentene

: 592507-34-1
(2E)-1-(p-toluenesulfonyl)-3-methyl-5-{(4R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl}-2-pentene

: 890527-33-0
tert-butyl-{2-[4,8-dimethyl-10-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-6-(toluene-4-sulfonyl)-deca-3,7-dienyl]-2,8-dimethyl-2H-chromen-6-yloxy}-dimethyl-silane

Guidance literature:: (2E)-1-(p-toluenesulfonyl)-3-methyl-5-{(4R)-2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl}-2-pentene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

(2E)-1-bromo-5-[6-(tert-butyldimethylsilyloxy)-2,8-dimethyl-2H-chromen-2-yl]-2-methyl-2-pentene; In tetrahydrofuran; hexane; at 20 ℃; for 1h;
DOI:10.1248/cpb.54.391

Reference yield:

: 105-87-3,8022-83-1
3,7-dimethyl-2E,6-octadien-1-yl acetate

: 890527-33-0
tert-butyl-{2-[4,8-dimethyl-10-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-6-(toluene-4-sulfonyl)-deca-3,7-dienyl]-2,8-dimethyl-2H-chromen-6-yloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 20 steps

1.1: 47 percent / K₂CO₃; K₃Fe(CN)6; K₂OsO₄ / 2-methyl-propan-2-ol; H₂O / 72 h / 4 °C

2.1: 98 percent / aq. NaIO₄ / acetone / 0 - 20 °C

3.1: 99 percent / NaBH₄ / methanol / 0 °C

4.1: 100 percent / Et₃N; 4-dimethylaminopyridine / CH₂Cl₂ / 4 h / 20 °C

5.1: 100 percent / K₂CO₃ / methanol / 1 h / 0 °C

6.1: methanesulfonyl chloride; Et₃N / CHCl₃ / 0.5 h / 0 °C

7.1: lithium bromide / dimethylformamide / 1 h / 20 °C

8.1: BuLi / diethyl ether; hexane / 1 h / -78 °C

8.2: CuI*PBu₃ / diethyl ether; hexane / 1.25 h / -60 °C

8.3: 75 percent / diethyl ether; hexane / 2.33 h / -60 - 0 °C

9.1: 68 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

10.1: 100 percent / pyridine / 7 h / 20 °C

11.1: 86 percent / aq. AcOH / 12 h / 60 °C

12.1: 85 percent / aq. ammonium cerium(IV) nitrate / acetonitrile / 0.5 h / 0 °C

13.1: 59 percent / pyridine / 15 h / 20 °C

14.1: 100 percent / imidazole; 4-dimethylaminopyridine / dimethylformamide / 16 h / 20 °C

15.1: 82 percent / K₂CO₃ / methanol / 1 h / 0 °C

16.1: 100 percent / Et₃N; SO₃*pyridine; DMSO / 1 h / 20 °C

17.1: 59 percent / t-BuOK / tetrahydrofuran / -78 °C

18.1: 100 percent / diisobutylaluminium hydride / CH₂Cl₂; hexane / 1 h / -78 °C

19.1: 92 percent / Ph₃P; CBr₄ / toluene / 1 h / 20 °C

20.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

20.2: 37 percent / tetrahydrofuran; hexane / 1 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; potassium osmate(VI); sodium periodate; n-butyllithium; ammonium cerium(IV) nitrate; pyridine-SO₃ complex; carbon tetrabromide; potassium tert-butylate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; potassium carbonate; acetic acid; dimethyl sulfoxide; methanesulfonyl chloride; triethylamine; triphenylphosphine; lithium bromide; potassium hexacyanoferrate(III); In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; tert-butyl alcohol; 17.1: Horner-Emmons reaction;
DOI:10.1248/cpb.54.391

Reference yield:

: 119906-64-8
(R)-5-((E)-5-Chloro-3-methyl-pent-3-enyl)-2,2,4,4-tetramethyl-[1,3]dioxolane

: 890527-33-0
tert-butyl-{2-[4,8-dimethyl-10-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-6-(toluene-4-sulfonyl)-deca-3,7-dienyl]-2,8-dimethyl-2H-chromen-6-yloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 73 percent / NaI / dimethylformamide / 3 h / 60 °C

2.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 37 percent / tetrahydrofuran; hexane / 1 h / 20 °C

With n-butyllithium; sodium iodide; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.54.391