[1R,1(4S,5S),2R,5E,14R,17S]-19-benzyloxy-1,14-bis(tert-butyldimethylsilyloxy)-1-[5-(tert-butyldiphenylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,14-dimethyl-17-(triethylsilyl)oxy-5-nonadecene-4,10,13-trione

Base Information

Chemical Name:[1R,1(4S,5S),2R,5E,14R,17S]-19-benzyloxy-1,14-bis(tert-butyldimethylsilyloxy)-1-[5-(tert-butyldiphenylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,14-dimethyl-17-(triethylsilyl)oxy-5-nonadecene-4,10,13-trione
CAS No.:389085-89-6
Molecular Formula:C₆₈H₁₁₂O₁₀Si₄
Molecular Weight:1201.97
Hs Code.:

[1R,1(4S,5S),2R,5E,14R,17S]-19-benzyloxy-1,14-bis(tert-butyldimethylsilyloxy)-1-[5-(tert-butyldiphenylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,14-dimethyl-17-(triethylsilyl)oxy-5-nonadecene-4,10,13-trione

Synonyms:[1R,1(4S,5S),2R,5E,14R,17S]-19-benzyloxy-1,14-bis(tert-butyldimethylsilyloxy)-1-[5-(tert-butyldiphenylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,14-dimethyl-17-(triethylsilyl)oxy-5-nonadecene-4,10,13-trione

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Chemical Property of [1R,1(4S,5S),2R,5E,14R,17S]-19-benzyloxy-1,14-bis(tert-butyldimethylsilyloxy)-1-[5-(tert-butyldiphenylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,14-dimethyl-17-(triethylsilyl)oxy-5-nonadecene-4,10,13-trione

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Technology Process of [1R,1(4S,5S),2R,5E,14R,17S]-19-benzyloxy-1,14-bis(tert-butyldimethylsilyloxy)-1-[5-(tert-butyldiphenylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,14-dimethyl-17-(triethylsilyl)oxy-5-nonadecene-4,10,13-trione

There total 12 articles about [1R,1(4S,5S),2R,5E,14R,17S]-19-benzyloxy-1,14-bis(tert-butyldimethylsilyloxy)-1-[5-(tert-butyldiphenylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,14-dimethyl-17-(triethylsilyl)oxy-5-nonadecene-4,10,13-trione 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: 87.0%

: 389086-31-1
C₇₁H₁₁₈O₉S₂Si₄

: 389085-89-6
[1R,1(4S,5S),2R,5E,14R,17S]-19-benzyloxy-1,14-bis(tert-butyldimethylsilyloxy)-1-[5-(tert-butyldiphenylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,14-dimethyl-17-(triethylsilyl)oxy-5-nonadecene-4,10,13-trione

Guidance literature:: With 2,4,6-trimethyl-pyridine; N-chloro-succinimide; silver nitrate; In diethyl ether; water; acetonitrile; at 20 ℃; for 0.333333h;
DOI:10.1016/S0040-4020(02)01380-7

Reference yield:

: 389086-30-0
C₇₁H₁₂₀O₉S₂Si₄

: 389085-89-6
[1R,1(4S,5S),2R,5E,14R,17S]-19-benzyloxy-1,14-bis(tert-butyldimethylsilyloxy)-1-[5-(tert-butyldiphenylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,14-dimethyl-17-(triethylsilyl)oxy-5-nonadecene-4,10,13-trione

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1 h / 0 °C

2: 87 percent / AgNO₃; N-chlorosuccinimide; 2,4,6-collidine / diethyl ether; acetonitrile; H₂O / 0.33 h / 20 °C

With pyridine; 2,4,6-trimethyl-pyridine; N-chloro-succinimide; Dess-Martin periodane; silver nitrate; In diethyl ether; dichloromethane; water; acetonitrile; 1: Dess-Martin oxidation;
DOI:10.1016/S0040-4020(02)01380-7

Reference yield:

: 389085-96-5
[1R,1(4S,5S),2R,5E,9(3S,4R,7S)]9-{2-[9-benzyloxy-4-(tert-butyldimethylsilyl)oxy-3-(4-methoxybenzyl)oxy-4-methyl-7-(triethylsilyl)oxynonyl]-1,3-dithian-2-yl}-1-(tert-butyldimethylsilyloxy)-1-[5-(tert-butydiphenylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan]

: 389085-89-6
[1R,1(4S,5S),2R,5E,14R,17S]-19-benzyloxy-1,14-bis(tert-butyldimethylsilyloxy)-1-[5-(tert-butyldiphenylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,14-dimethyl-17-(triethylsilyl)oxy-5-nonadecene-4,10,13-trione

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / DDQ; phosphate buffer / CH₂Cl₂ / 1 h / 20 °C / pH 7

2: 84 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1 h / 0 °C

3: 87 percent / AgNO₃; N-chlorosuccinimide; 2,4,6-collidine / diethyl ether; acetonitrile; H₂O / 0.33 h / 20 °C

With pyridine; 2,4,6-trimethyl-pyridine; N-chloro-succinimide; phosphate buffer; Dess-Martin periodane; silver nitrate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; dichloromethane; water; acetonitrile; 2: Dess-Martin oxidation;
DOI:10.1016/S0040-4020(02)01380-7