(2S,5S,7S,10R,3'S,5'R,3''S)-spiro{7-(2-tert-butyldiphenylsilanyloxyethyl)-5-methyl-1,6-dioxabicyclo[4.4.0]decane-2,2'-5-[5-(tert-butyldimethylsilanyloxy)methyl-3-methyl-2-oxohex-5-en-1-yl]-3-methyltetrahydrofuran}

Base Information

Chemical Name:(2S,5S,7S,10R,3'S,5'R,3''S)-spiro{7-(2-tert-butyldiphenylsilanyloxyethyl)-5-methyl-1,6-dioxabicyclo[4.4.0]decane-2,2'-5-[5-(tert-butyldimethylsilanyloxy)methyl-3-methyl-2-oxohex-5-en-1-yl]-3-methyltetrahydrofuran}
CAS No.:869631-55-0
Molecular Formula:C₄₅H₇₀O₆Si₂
Molecular Weight:763.218
Hs Code.:

(2S,5S,7S,10R,3'S,5'R,3''S)-spiro{7-(2-tert-butyldiphenylsilanyloxyethyl)-5-methyl-1,6-dioxabicyclo[4.4.0]decane-2,2'-5-[5-(tert-butyldimethylsilanyloxy)methyl-3-methyl-2-oxohex-5-en-1-yl]-3-methyltetrahydrofuran}

Synonyms:(2S,5S,7S,10R,3'S,5'R,3''S)-spiro{7-(2-tert-butyldiphenylsilanyloxyethyl)-5-methyl-1,6-dioxabicyclo[4.4.0]decane-2,2'-5-[5-(tert-butyldimethylsilanyloxy)methyl-3-methyl-2-oxohex-5-en-1-yl]-3-methyltetrahydrofuran}

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Chemical Property of (2S,5S,7S,10R,3'S,5'R,3''S)-spiro{7-(2-tert-butyldiphenylsilanyloxyethyl)-5-methyl-1,6-dioxabicyclo[4.4.0]decane-2,2'-5-[5-(tert-butyldimethylsilanyloxy)methyl-3-methyl-2-oxohex-5-en-1-yl]-3-methyltetrahydrofuran}

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Technology Process of (2S,5S,7S,10R,3'S,5'R,3''S)-spiro{7-(2-tert-butyldiphenylsilanyloxyethyl)-5-methyl-1,6-dioxabicyclo[4.4.0]decane-2,2'-5-[5-(tert-butyldimethylsilanyloxy)methyl-3-methyl-2-oxohex-5-en-1-yl]-3-methyltetrahydrofuran}

There total 6 articles about (2S,5S,7S,10R,3'S,5'R,3''S)-spiro{7-(2-tert-butyldiphenylsilanyloxyethyl)-5-methyl-1,6-dioxabicyclo[4.4.0]decane-2,2'-5-[5-(tert-butyldimethylsilanyloxy)methyl-3-methyl-2-oxohex-5-en-1-yl]-3-methyltetrahydrofuran} 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:

: 869631-51-6
(3S)-5-(tert-butyldimethylsilanyloxymethyl)-3-methyl-2-(trimethylsilanyloxy)hexa-1,5-diene

: 869631-50-5
C₃₃H₄₆O₆Si

: 869631-55-0
(2S,5S,7S,10R,3'S,5'R,3''S)-spiro{7-(2-tert-butyldiphenylsilanyloxyethyl)-5-methyl-1,6-dioxabicyclo[4.4.0]decane-2,2'-5-[5-(tert-butyldimethylsilanyloxy)methyl-3-methyl-2-oxohex-5-en-1-yl]-3-methyltetrahydrofuran}

Guidance literature:: With stannic bromide; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1021/ol0520018

Reference yield:

: 869631-54-9
(2S,5S,7S,10R,3'S)-spiro[7-(2-tert-butyldiphenylsilanyloxyethyl)-5-methyl-1,6-dioxabicyclo[4.4.0]decane-2,2'-3-methyldihydrofuran-5-one]

: 869631-55-0
(2S,5S,7S,10R,3'S,5'R,3''S)-spiro{7-(2-tert-butyldiphenylsilanyloxyethyl)-5-methyl-1,6-dioxabicyclo[4.4.0]decane-2,2'-5-[5-(tert-butyldimethylsilanyloxy)methyl-3-methyl-2-oxohex-5-en-1-yl]-3-methyltetrahydrofuran}

Guidance literature:: Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / CH₂Cl₂; hexane / 5 h / -78 °C

2: pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂; hexane / -78 - 20 °C

3: 209 mg / tin(IV) bromide / CH₂Cl₂ / 0.5 h / -78 °C

With pyridine; dmap; stannic bromide; diisobutylaluminium hydride; In hexane; dichloromethane;
DOI:10.1021/ol0520018

Reference yield:

: C₃₁H₄₄O₅Si

: 869631-55-0
(2S,5S,7S,10R,3'S,5'R,3''S)-spiro{7-(2-tert-butyldiphenylsilanyloxyethyl)-5-methyl-1,6-dioxabicyclo[4.4.0]decane-2,2'-5-[5-(tert-butyldimethylsilanyloxy)methyl-3-methyl-2-oxohex-5-en-1-yl]-3-methyltetrahydrofuran}

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine; 4-(dimethylamino)pyridine / CH₂Cl₂; hexane / -78 - 20 °C

2: 209 mg / tin(IV) bromide / CH₂Cl₂ / 0.5 h / -78 °C

With pyridine; dmap; stannic bromide; In hexane; dichloromethane;
DOI:10.1021/ol0520018