(Z)-(2S,3S,4S,7S,9S,10R)-9-(tert-Butyl-dimethyl-silanyloxy)-3,7-bis-methoxymethoxy-10-[(2R,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4-dimethyl-undec-5-en-1-ol

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Chemical Name:(Z)-(2S,3S,4S,7S,9S,10R)-9-(tert-Butyl-dimethyl-silanyloxy)-3,7-bis-methoxymethoxy-10-[(2R,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4-dimethyl-undec-5-en-1-ol
CAS No.:216669-10-2
Molecular Formula:C₃₅H₆₂O₉Si
Molecular Weight:654.957
Hs Code.:

(Z)-(2S,3S,4S,7S,9S,10R)-9-(tert-Butyl-dimethyl-silanyloxy)-3,7-bis-methoxymethoxy-10-[(2R,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4-dimethyl-undec-5-en-1-ol

Synonyms:(Z)-(2S,3S,4S,7S,9S,10R)-9-(tert-Butyl-dimethyl-silanyloxy)-3,7-bis-methoxymethoxy-10-[(2R,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4-dimethyl-undec-5-en-1-ol

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Chemical Property of (Z)-(2S,3S,4S,7S,9S,10R)-9-(tert-Butyl-dimethyl-silanyloxy)-3,7-bis-methoxymethoxy-10-[(2R,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4-dimethyl-undec-5-en-1-ol

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Technology Process of (Z)-(2S,3S,4S,7S,9S,10R)-9-(tert-Butyl-dimethyl-silanyloxy)-3,7-bis-methoxymethoxy-10-[(2R,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4-dimethyl-undec-5-en-1-ol

There total 7 articles about (Z)-(2S,3S,4S,7S,9S,10R)-9-(tert-Butyl-dimethyl-silanyloxy)-3,7-bis-methoxymethoxy-10-[(2R,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4-dimethyl-undec-5-en-1-ol 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: 99.0%

: 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

: 216669-10-2
(Z)-(2S,3S,4S,7S,9S,10R)-9-(tert-Butyl-dimethyl-silanyloxy)-3,7-bis-methoxymethoxy-10-[(2R,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4-dimethyl-undec-5-en-1-ol

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; for 3.5h;
DOI:10.1021/jo9811423

Reference yield:

: 216668-18-7
(2S,3S,4S)-2,4-Dimethyl-1-triethylsilanyloxy-hex-5-yn-3-ol

: 216669-10-2
(Z)-(2S,3S,4S,7S,9S,10R)-9-(tert-Butyl-dimethyl-silanyloxy)-3,7-bis-methoxymethoxy-10-[(2R,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4-dimethyl-undec-5-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / N,N-diisopropylethylamine, tetrabutylammonium iodide / CH₂Cl₂ / 18 h / Ambient temperature

2: 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

3: H₂ / Pd/CaCO₃ / 24 h

4: 95 percent / N,N-diisopropylethylamine, tetrabutylammonium iodide / CH₂Cl₂ / 19 h / Ambient temperature

5: 99 percent / HF*pyridine / pyridine; tetrahydrofuran / 3.5 h

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

Reference yield:

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

: 216669-10-2
(Z)-(2S,3S,4S,7S,9S,10R)-9-(tert-Butyl-dimethyl-silanyloxy)-3,7-bis-methoxymethoxy-10-[(2R,4R,5S)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2,4-dimethyl-undec-5-en-1-ol

Guidance literature:: Multi-step reaction with 4 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

4: 99 percent / HF*pyridine / pyridine; tetrahydrofuran / 3.5 h

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