(2E,9E,8S,4R,5R)-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-one

Base Information

Chemical Name:(2E,9E,8S,4R,5R)-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-one
CAS No.:329188-98-9
Molecular Formula:C₃₃H₅₆O₈Si
Molecular Weight:608.888
Hs Code.:

(2E,9E,8S,4R,5R)-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-one

Synonyms:(2E,9E,8S,4R,5R)-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-one

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Chemical Property of (2E,9E,8S,4R,5R)-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-one

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Technology Process of (2E,9E,8S,4R,5R)-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-one

There total 13 articles about (2E,9E,8S,4R,5R)-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-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:

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

: 329188-98-9
(2E,9E,8S,4R,5R)-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-one

Guidance literature:: Multi-step reaction with 7 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

With 1H-imidazole; hydrogenchloride; osmium(VIII) oxide; 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:

: 3970-21-6
2-Methoxyethoxymethyl chloride

: (2E,9E)-(4R,5R,8S)-11-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-4-methoxy-1-(4-methoxy-benzyloxy)-3,5,9-trimethyl-undeca-2,9-dien-6-one

: 329188-98-9
(2E,9E,8S,4R,5R)-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-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1002/1521-3773(20010105)40:1<231::AID-ANIE231>3.0.CO;2-W

Reference yield:

: 121289-23-4
p-methoxybenzyloxyacetaldehyde

: 329188-98-9
(2E,9E,8S,4R,5R)-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-one

Guidance literature:: Multi-step reaction with 6 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

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