1-[(2E,9E)-(4R,5R,6S,8S)-6,11-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-8-(2-methoxy-ethoxymethoxy)-3,5,9-trimethyl-undeca-2,9-dienyloxymethyl]-4-methoxy-benzene

Base Information

Chemical Name:1-[(2E,9E)-(4R,5R,6S,8S)-6,11-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-8-(2-methoxy-ethoxymethoxy)-3,5,9-trimethyl-undeca-2,9-dienyloxymethyl]-4-methoxy-benzene
CAS No.:329188-99-0
Molecular Formula:C₃₉H₇₂O₈Si₂
Molecular Weight:725.167
Hs Code.:

1-[(2E,9E)-(4R,5R,6S,8S)-6,11-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-8-(2-methoxy-ethoxymethoxy)-3,5,9-trimethyl-undeca-2,9-dienyloxymethyl]-4-methoxy-benzene

Synonyms:1-[(2E,9E)-(4R,5R,6S,8S)-6,11-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-8-(2-methoxy-ethoxymethoxy)-3,5,9-trimethyl-undeca-2,9-dienyloxymethyl]-4-methoxy-benzene

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Chemical Property of 1-[(2E,9E)-(4R,5R,6S,8S)-6,11-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-8-(2-methoxy-ethoxymethoxy)-3,5,9-trimethyl-undeca-2,9-dienyloxymethyl]-4-methoxy-benzene

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Technology Process of 1-[(2E,9E)-(4R,5R,6S,8S)-6,11-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-8-(2-methoxy-ethoxymethoxy)-3,5,9-trimethyl-undeca-2,9-dienyloxymethyl]-4-methoxy-benzene

There total 15 articles about 1-[(2E,9E)-(4R,5R,6S,8S)-6,11-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-8-(2-methoxy-ethoxymethoxy)-3,5,9-trimethyl-undeca-2,9-dienyloxymethyl]-4-methoxy-benzene 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:

: 144950-82-3
(E)-4-(t-butyl-dimethyl-silanyloxy)-2-methyl-but-2-enal

: 329188-99-0
1-[(2E,9E)-(4R,5R,6S,8S)-6,11-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-8-(2-methoxy-ethoxymethoxy)-3,5,9-trimethyl-undeca-2,9-dienyloxymethyl]-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 9 steps

1.1: 78 percent / trifluoroacetic acid / (S)-BINOL; Ti(OiPr)4 / CH₂Cl₂ / 65 h / -78 - 20 °C

2.1: 97 percent / iPr₂NEt / tetrahydrofuran / 0 °C

3.1: OsO₄; N-methylmorpholine N-oxide / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 20 °C

3.2: 74 percent / NaIO₄ / tetrahydrofuran; H₂O / 20 °C

4.1: 52 percent / TiCl₄; iPr₂NEt / CH₂Cl₂ / -90 °C

5.1: 95 percent / HCl / methanol / 20 °C

6.1: imidazole / CH₂Cl₂ / 20 °C

7.1: iPr₂NEt / CH₂Cl₂ / 0 - 20 °C

8.1: SmI / methanol; tetrahydrofuran / 0 - 20 °C

9.1: iPr₂NEt / CH₂Cl₂ / 20 °C

With 1H-imidazole; hydrogenchloride; osmium(VIII) oxide; samarium(II) iodide; titanium tetrachloride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; titanium(IV) isopropylate; (S)-[1,1']-binaphthalenyl-2,2'-diol; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1002/1521-3773(20010105)40:1<231::AID-ANIE231>3.0.CO;2-W

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 1026332-49-9
(2E,9E,5S,6S,8S,4R)-4-methoxy-8-[(2-methoxyethoxy)methoxy]-1-[(4-methoxyphenyl)methoxy]-3,5,9-trimethyl-11-(1,1,2,2-tetramethyl-1-silapropoxy)undeca-2,9-dien-6-ol

: 329188-99-0
1-[(2E,9E)-(4R,5R,6S,8S)-6,11-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-8-(2-methoxy-ethoxymethoxy)-3,5,9-trimethyl-undeca-2,9-dienyloxymethyl]-4-methoxy-benzene

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;
DOI:10.1002/1521-3773(20010105)40:1<231::AID-ANIE231>3.0.CO;2-W

Reference yield:

: 121289-23-4
p-methoxybenzyloxyacetaldehyde

: 329188-99-0
1-[(2E,9E)-(4R,5R,6S,8S)-6,11-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-8-(2-methoxy-ethoxymethoxy)-3,5,9-trimethyl-undeca-2,9-dienyloxymethyl]-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 8 steps

1: toluene / 80 °C

2: NH₄Cl / methanol

3: 52 percent / TiCl₄; iPr₂NEt / CH₂Cl₂ / -90 °C

4: 95 percent / HCl / methanol / 20 °C

5: imidazole / CH₂Cl₂ / 20 °C

6: iPr₂NEt / CH₂Cl₂ / 0 - 20 °C

7: SmI / methanol; tetrahydrofuran / 0 - 20 °C

8: iPr₂NEt / CH₂Cl₂ / 20 °C

With 1H-imidazole; hydrogenchloride; samarium(II) iodide; titanium tetrachloride; ammonium chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1002/1521-3773(20010105)40:1<231::AID-ANIE231>3.0.CO;2-W