(((E)-4-((S)-2-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-3,4-dihydro-2H-pyran-6-yl)-4-methylpent-2-en-1-yl)oxy)(tert-butyl)dimethylsilane

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Chemical Name:(((E)-4-((S)-2-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-3,4-dihydro-2H-pyran-6-yl)-4-methylpent-2-en-1-yl)oxy)(tert-butyl)dimethylsilane
CAS No.:1261423-01-1
Molecular Formula:C₃₇H₅₆O₆Si
Molecular Weight:624.934
Hs Code.:

Synonyms:(((E)-4-((S)-2-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-3,4-dihydro-2H-pyran-6-yl)-4-methylpent-2-en-1-yl)oxy)(tert-butyl)dimethylsilane

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Chemical Property of (((E)-4-((S)-2-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-3,4-dihydro-2H-pyran-6-yl)-4-methylpent-2-en-1-yl)oxy)(tert-butyl)dimethylsilane

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Technology Process of (((E)-4-((S)-2-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-3,4-dihydro-2H-pyran-6-yl)-4-methylpent-2-en-1-yl)oxy)(tert-butyl)dimethylsilane

There total 17 articles about (((E)-4-((S)-2-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-3,4-dihydro-2H-pyran-6-yl)-4-methylpent-2-en-1-yl)oxy)(tert-butyl)dimethylsilane 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: 82.0%

: 557-91-5
1,1-Dibromoethane

: 1261422-99-4
(E)-(5S,7R,8R)-8-((benzyloxy)methoxy)-7-((4-methoxybenzyl)oxy)non-1-en-5-yl 5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoate

: 1261423-01-1
(((E)-4-((S)-2-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-3,4-dihydro-2H-pyran-6-yl)-4-methylpent-2-en-1-yl)oxy)(tert-butyl)dimethylsilane

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; lead(II) chloride; zinc; In dichloromethane; for 2h; Reflux;

Reference yield: 80.0%

: 1261422-99-4
(E)-(5S,7R,8R)-8-((benzyloxy)methoxy)-7-((4-methoxybenzyl)oxy)non-1-en-5-yl 5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoate

: 1261423-01-1
(((E)-4-((S)-2-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-3,4-dihydro-2H-pyran-6-yl)-4-methylpent-2-en-1-yl)oxy)(tert-butyl)dimethylsilane

Guidance literature:: With 1,1-Dibromoethane; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; lead(II) chloride; zinc; In tetrahydrofuran; dichloromethane; at 0 ℃; Inert atmosphere; Reflux;
DOI:10.1021/ja110198y

Reference yield:

: 122520-56-3
(E)-methyl 5-((tert-butyldimethylsilyl)oxy)-2,2-dimethylpent-3-enoate

: 1261423-01-1
(((E)-4-((S)-2-((2R,3R)-3-((benzyloxy)methoxy)-2-((4-methoxybenzyl)oxy)butyl)-3,4-dihydro-2H-pyran-6-yl)-4-methylpent-2-en-1-yl)oxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 6 steps

1.1: water; sodium hydroxide / ethanol / 15 h / 0 °C

2.1: dmap; 4-(dimethylamino)pyridine hydrochloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

3.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 20 °C / Inert atmosphere; Sonication

3.2: 1 h / 0 °C / Inert atmosphere

4.1: dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / -5 °C / Inert atmosphere

4.2: 1.25 h / -5 °C / Inert atmosphere

5.1: n-butyllithium / tetrahydrofuran; hexane / -5 - 20 °C / Inert atmosphere

5.2: -5 °C / Inert atmosphere

6.1: 1,1-Dibromoethane; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; lead(II) chloride; zinc / tetrahydrofuran; dichloromethane / 0 °C / Inert atmosphere; Reflux

With dmap; n-butyllithium; 1,1-Dibromoethane; N,N,N,N,-tetramethylethylenediamine; water; 4-(dimethylamino)pyridine hydrochloride; titanium tetrachloride; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 9-bora-bicyclo[3.3.1]nonane; sodium hydroxide; lead(II) chloride; zinc; In tetrahydrofuran; ethanol; hexane; dichloromethane; 5.1: Wittig reaction / 5.2: Wittig reaction / 6.1: Rainier metathesis reaction;
DOI:10.1021/ja110198y