(E)-(7S,9R,10S)-9-Benzyloxy-7-(2-benzyloxy-ethyl)-10-methoxy-4,10-dimethyl-1-(2-methyl-[1,3]dioxolan-2-yl)-13-(2-trimethylsilanyl-ethoxymethoxy)-tridec-3-en-6-one

Base Information

Chemical Name:(E)-(7S,9R,10S)-9-Benzyloxy-7-(2-benzyloxy-ethyl)-10-methoxy-4,10-dimethyl-1-(2-methyl-[1,3]dioxolan-2-yl)-13-(2-trimethylsilanyl-ethoxymethoxy)-tridec-3-en-6-one
CAS No.:130014-74-3
Molecular Formula:C₄₂H₆₆O₈Si
Molecular Weight:727.067
Hs Code.:

(E)-(7S,9R,10S)-9-Benzyloxy-7-(2-benzyloxy-ethyl)-10-methoxy-4,10-dimethyl-1-(2-methyl-[1,3]dioxolan-2-yl)-13-(2-trimethylsilanyl-ethoxymethoxy)-tridec-3-en-6-one

Synonyms:(E)-(7S,9R,10S)-9-Benzyloxy-7-(2-benzyloxy-ethyl)-10-methoxy-4,10-dimethyl-1-(2-methyl-[1,3]dioxolan-2-yl)-13-(2-trimethylsilanyl-ethoxymethoxy)-tridec-3-en-6-one

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Chemical Property of (E)-(7S,9R,10S)-9-Benzyloxy-7-(2-benzyloxy-ethyl)-10-methoxy-4,10-dimethyl-1-(2-methyl-[1,3]dioxolan-2-yl)-13-(2-trimethylsilanyl-ethoxymethoxy)-tridec-3-en-6-one

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Technology Process of (E)-(7S,9R,10S)-9-Benzyloxy-7-(2-benzyloxy-ethyl)-10-methoxy-4,10-dimethyl-1-(2-methyl-[1,3]dioxolan-2-yl)-13-(2-trimethylsilanyl-ethoxymethoxy)-tridec-3-en-6-one

There total 14 articles about (E)-(7S,9R,10S)-9-Benzyloxy-7-(2-benzyloxy-ethyl)-10-methoxy-4,10-dimethyl-1-(2-methyl-[1,3]dioxolan-2-yl)-13-(2-trimethylsilanyl-ethoxymethoxy)-tridec-3-en-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: 95.0%

: 130014-73-2
(3R,5S,6R)-5-Benzyloxy-3-(2-benzyloxy-ethyl)-6-methoxy-6-methyl-2-[(E)-2-methyl-5-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-9-(2-trimethylsilanyl-ethoxymethoxy)-2-trimethylsilanyloxy-nonanenitrile

: 130014-74-3
(E)-(7S,9R,10S)-9-Benzyloxy-7-(2-benzyloxy-ethyl)-10-methoxy-4,10-dimethyl-1-(2-methyl-[1,3]dioxolan-2-yl)-13-(2-trimethylsilanyl-ethoxymethoxy)-tridec-3-en-6-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.166667h;
DOI:10.1016/S0040-4039(00)97370-2

Reference yield:

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 130014-74-3
(E)-(7S,9R,10S)-9-Benzyloxy-7-(2-benzyloxy-ethyl)-10-methoxy-4,10-dimethyl-1-(2-methyl-[1,3]dioxolan-2-yl)-13-(2-trimethylsilanyl-ethoxymethoxy)-tridec-3-en-6-one

Guidance literature:: Multi-step reaction with 14 steps

1: (i-Pr)2NEt

2: LiAlH₄ / 0 °C

3: imidazole / dimethylformamide

4: NaH / dimethylformamide

5: H₂ / 10percent Pd/C / ethyl acetate

6: Swern oxidation

7: m-CPBA, Na₂HPO₄ / CH₂Cl₂

8: LiAlH₄ / 0 deg C to r.t.

9: NaH, (n-Bu)4NI / dimethylformamide

10: aq. AcOH / tetrahydrofuran / 55 °C

11: Swern oxidation

12: 18-crown-6, KCN

13: 1) LDA

14: 95 percent / (n-Bu)4NF / tetrahydrofuran / 0.17 h

With 1H-imidazole; potassium cyanide; disodium hydrogenphosphate; lithium aluminium tetrahydride; 18-crown-6 ether; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)97370-2

Reference yield:

: 130014-77-6
(1R,4S,5S,6S)-6-Benzyloxy-4-(3-hydroxy-propyl)-4-methyl-3-oxa-bicyclo[3.2.1]octan-2-one

: 130014-74-3
(E)-(7S,9R,10S)-9-Benzyloxy-7-(2-benzyloxy-ethyl)-10-methoxy-4,10-dimethyl-1-(2-methyl-[1,3]dioxolan-2-yl)-13-(2-trimethylsilanyl-ethoxymethoxy)-tridec-3-en-6-one

Guidance literature:: Multi-step reaction with 14 steps

1: (i-Pr)2NEt

2: LiAlH₄ / 0 °C

3: imidazole / dimethylformamide

4: NaH / dimethylformamide

5: H₂ / 10percent Pd/C / ethyl acetate

6: Swern oxidation

7: m-CPBA, Na₂HPO₄ / CH₂Cl₂

8: LiAlH₄ / 0 deg C to r.t.

9: NaH, (n-Bu)4NI / dimethylformamide

10: aq. AcOH / tetrahydrofuran / 55 °C

11: Swern oxidation

12: 18-crown-6, KCN

13: 1) LDA

14: 95 percent / (n-Bu)4NF / tetrahydrofuran / 0.17 h

With 1H-imidazole; potassium cyanide; disodium hydrogenphosphate; lithium aluminium tetrahydride; 18-crown-6 ether; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)97370-2