((4S,5S,E)-5,7-bis(tert-butyldimethylsilyloxy)-4-methylhept-2-enyloxy)triphenylmethane

Base Information

Chemical Name:((4S,5S,E)-5,7-bis(tert-butyldimethylsilyloxy)-4-methylhept-2-enyloxy)triphenylmethane
CAS No.:951154-99-7
Molecular Formula:C₃₉H₅₈O₃Si₂
Molecular Weight:631.059
Hs Code.:

Synonyms:((4S,5S,E)-5,7-bis(tert-butyldimethylsilyloxy)-4-methylhept-2-enyloxy)triphenylmethane

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Chemical Property of ((4S,5S,E)-5,7-bis(tert-butyldimethylsilyloxy)-4-methylhept-2-enyloxy)triphenylmethane

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Technology Process of ((4S,5S,E)-5,7-bis(tert-butyldimethylsilyloxy)-4-methylhept-2-enyloxy)triphenylmethane

There total 7 articles about ((4S,5S,E)-5,7-bis(tert-butyldimethylsilyloxy)-4-methylhept-2-enyloxy)triphenylmethane 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: 94.0%

: 951154-98-6
(4S,5S,E)-5,7-bis(tert-butyldimethylsilyloxy)-4-methylhept-2-en-1-ol

: 76-83-5
trityl chloride

: 951154-99-7
((4S,5S,E)-5,7-bis(tert-butyldimethylsilyloxy)-4-methylhept-2-enyloxy)triphenylmethane

Guidance literature:: With pyridine; dmap; for 18h; Heating;
DOI:10.1016/j.tet.2007.05.033

Reference yield:

: 911837-33-7
(2R,3S)-3,5-bis(tert-butyldimethylsilyloxy)-2-methylpentanal

: 951154-99-7
((4S,5S,E)-5,7-bis(tert-butyldimethylsilyloxy)-4-methylhept-2-enyloxy)triphenylmethane

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran; various solvent(s) / -78 - 20 °C

1.2: tetrahydrofuran; various solvent(s) / 1 h / 0 °C

1.3: 1.68 g / various solvents / -78 - 20 °C

2.1: 97 percent / diisobutylaluminum hydride / hexane; CH₂Cl₂ / 1 h / -78 °C

3.1: 94 percent / 4-(dimethylamino)pyridine; pyridine / 18 h / Heating

With pyridine; dmap; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; 1.2: Wadsworth-Horner-Emmons reaction;
DOI:10.1016/j.tet.2007.05.033

Reference yield:

: C₂₉H₅₁NO₄Si₂

: 951154-99-7
((4S,5S,E)-5,7-bis(tert-butyldimethylsilyloxy)-4-methylhept-2-enyloxy)triphenylmethane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 87 percent / LiBH₄ / methanol; tetrahydrofuran

2.1: Dess-Martin periodinane

3.1: NaH / tetrahydrofuran; various solvent(s) / -78 - 20 °C

3.2: tetrahydrofuran; various solvent(s) / 1 h / 0 °C

3.3: 1.68 g / various solvents / -78 - 20 °C

4.1: 97 percent / diisobutylaluminum hydride / hexane; CH₂Cl₂ / 1 h / -78 °C

5.1: 94 percent / 4-(dimethylamino)pyridine; pyridine / 18 h / Heating

With pyridine; dmap; lithium borohydride; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; In tetrahydrofuran; methanol; hexane; dichloromethane; 2.1: Dess-Martin oxidation / 3.2: Wadsworth-Horner-Emmons reaction;
DOI:10.1016/j.tet.2007.05.033