(2R,4R,5S)-4-[(Z)-(1R,2S,4S,7S,8S,9S)-2-(tert-Butyl-dimethyl-silanyloxy)-4,8-bis-methoxymethoxy-1,7,9-trimethyl-10-triethylsilanyloxy-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Base Information

Chemical Name:(2R,4R,5S)-4-[(Z)-(1R,2S,4S,7S,8S,9S)-2-(tert-Butyl-dimethyl-silanyloxy)-4,8-bis-methoxymethoxy-1,7,9-trimethyl-10-triethylsilanyloxy-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane
CAS No.:216669-04-4
Molecular Formula:C₄₁H₇₆O₉Si₂
Molecular Weight:769.22
Hs Code.:

(2R,4R,5S)-4-[(Z)-(1R,2S,4S,7S,8S,9S)-2-(tert-Butyl-dimethyl-silanyloxy)-4,8-bis-methoxymethoxy-1,7,9-trimethyl-10-triethylsilanyloxy-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Synonyms:(2R,4R,5S)-4-[(Z)-(1R,2S,4S,7S,8S,9S)-2-(tert-Butyl-dimethyl-silanyloxy)-4,8-bis-methoxymethoxy-1,7,9-trimethyl-10-triethylsilanyloxy-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

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Chemical Property of (2R,4R,5S)-4-[(Z)-(1R,2S,4S,7S,8S,9S)-2-(tert-Butyl-dimethyl-silanyloxy)-4,8-bis-methoxymethoxy-1,7,9-trimethyl-10-triethylsilanyloxy-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

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Technology Process of (2R,4R,5S)-4-[(Z)-(1R,2S,4S,7S,8S,9S)-2-(tert-Butyl-dimethyl-silanyloxy)-4,8-bis-methoxymethoxy-1,7,9-trimethyl-10-triethylsilanyloxy-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

There total 7 articles about (2R,4R,5S)-4-[(Z)-(1R,2S,4S,7S,8S,9S)-2-(tert-Butyl-dimethyl-silanyloxy)-4,8-bis-methoxymethoxy-1,7,9-trimethyl-10-triethylsilanyloxy-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane 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%

: 107-30-2
chloromethyl methyl ether

: 216668-97-2
(Z)-(2R,3S,5S,8S,9S,10S)-3-(tert-Butyl-dimethyl-silanyloxy)-9-methoxymethoxy-2-[(2R,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-8,10-dimethyl-11-triethylsilanyloxy-undec-6-en-5-ol

: 216669-04-4
(2R,4R,5S)-4-[(Z)-(1R,2S,4S,7S,8S,9S)-2-(tert-Butyl-dimethyl-silanyloxy)-4,8-bis-methoxymethoxy-1,7,9-trimethyl-10-triethylsilanyloxy-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 19h; Ambient temperature;
DOI:10.1021/jo9811423

Reference yield:

: 144681-76-5
(2S)-2-methyl-3-(triethylsilyl)oxypropanal

: 216669-04-4
(2R,4R,5S)-4-[(Z)-(1R,2S,4S,7S,8S,9S)-2-(tert-Butyl-dimethyl-silanyloxy)-4,8-bis-methoxymethoxy-1,7,9-trimethyl-10-triethylsilanyloxy-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 5 steps

1: 62 percent / tetrakis-triphenylphosphine pylladium⁽⁰⁾, diethyl zinc / tetrahydrofuran / 1) 0 deg C, 18 h; 2) 0 deg C --> rt, 3 h; 3) rt, 2 h

2: 94 percent / N,N-diisopropylethylamine, tetrabutylammonium iodide / CH₂Cl₂ / 18 h / Ambient temperature

3: 1.) BuLi, 4 Angstroem molecular sieves, 2.) LiBr / 1) THF, hexane, -50 to -40 deg C, 1 h; 2) THF, hexane, -40 deg C, 15 min; 3) THF, hexane, -50 to -40 deg C, 1 h, -40 deg C, 1.5 h

4: H₂ / Pd/CaCO₃ / 24 h

5: 95 percent / N,N-diisopropylethylamine, tetrabutylammonium iodide / CH₂Cl₂ / 19 h / Ambient temperature

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 4 A molecular sieve; hydrogen; diethylzinc; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; lithium bromide; Lindlar's catalyst; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo9811423

Reference yield:

: 216668-26-7
Triethyl-((2S,3S,4S)-3-methoxymethoxy-2,4-dimethyl-hex-5-ynyloxy)-silane

: 216669-04-4
(2R,4R,5S)-4-[(Z)-(1R,2S,4S,7S,8S,9S)-2-(tert-Butyl-dimethyl-silanyloxy)-4,8-bis-methoxymethoxy-1,7,9-trimethyl-10-triethylsilanyloxy-dec-5-enyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) BuLi, 4 Angstroem molecular sieves, 2.) LiBr / 1) THF, hexane, -50 to -40 deg C, 1 h; 2) THF, hexane, -40 deg C, 15 min; 3) THF, hexane, -50 to -40 deg C, 1 h, -40 deg C, 1.5 h

2: H₂ / Pd/CaCO₃ / 24 h

3: 95 percent / N,N-diisopropylethylamine, tetrabutylammonium iodide / CH₂Cl₂ / 19 h / Ambient temperature

With n-butyllithium; 4 A molecular sieve; hydrogen; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; lithium bromide; Lindlar's catalyst; In dichloromethane;
DOI:10.1021/jo9811423