5-keto-[[2',4',6'-tris(O-benzyl)phenyl]-3-[2(t-butyldimethylsilyloxy)ethyl]-4,6-bis(O-methoxymethyl)-2,3-dihydrobenzofuran-2-yloxy]triisopropylsilane

Base Information

Chemical Name:5-keto-[[2',4',6'-tris(O-benzyl)phenyl]-3-[2(t-butyldimethylsilyloxy)ethyl]-4,6-bis(O-methoxymethyl)-2,3-dihydrobenzofuran-2-yloxy]triisopropylsilane
CAS No.:850705-03-2
Molecular Formula:C₅₇H₇₆O₁₁Si₂
Molecular Weight:993.395
Hs Code.:

5-keto-[[2',4',6'-tris(O-benzyl)phenyl]-3-[2(t-butyldimethylsilyloxy)ethyl]-4,6-bis(O-methoxymethyl)-2,3-dihydrobenzofuran-2-yloxy]triisopropylsilane

Synonyms:5-keto-[[2',4',6'-tris(O-benzyl)phenyl]-3-[2(t-butyldimethylsilyloxy)ethyl]-4,6-bis(O-methoxymethyl)-2,3-dihydrobenzofuran-2-yloxy]triisopropylsilane

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Chemical Property of 5-keto-[[2',4',6'-tris(O-benzyl)phenyl]-3-[2(t-butyldimethylsilyloxy)ethyl]-4,6-bis(O-methoxymethyl)-2,3-dihydrobenzofuran-2-yloxy]triisopropylsilane

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Technology Process of 5-keto-[[2',4',6'-tris(O-benzyl)phenyl]-3-[2(t-butyldimethylsilyloxy)ethyl]-4,6-bis(O-methoxymethyl)-2,3-dihydrobenzofuran-2-yloxy]triisopropylsilane

There total 3 articles about 5-keto-[[2',4',6'-tris(O-benzyl)phenyl]-3-[2(t-butyldimethylsilyloxy)ethyl]-4,6-bis(O-methoxymethyl)-2,3-dihydrobenzofuran-2-yloxy]triisopropylsilane 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: 60.0%

: 850704-98-2
5-[[1-(R,S)-{2',4',6'-tris(O-benzyl)}-1-hydroxymethyl]-3-[2-(t-butyldimethylsilyloxy)ethyl]-4,6-bis(O-methoxymethyl)-2,3-dihydrobenzofuran-2-yloxy]triisopropylsilane

: 850705-03-2
5-keto-[[2',4',6'-tris(O-benzyl)phenyl]-3-[2(t-butyldimethylsilyloxy)ethyl]-4,6-bis(O-methoxymethyl)-2,3-dihydrobenzofuran-2-yloxy]triisopropylsilane

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ja0455188

Reference yield:

: 850705-00-9
5-bromo-{3-[2-(tert-butyldimethylsilanyloxy)ethyl]-4,6-bis(methoxymethoxy)-2,3-dihydrobenzofuran-2-yloxy}triisopropylsilane

: 850705-03-2
5-keto-[[2',4',6'-tris(O-benzyl)phenyl]-3-[2(t-butyldimethylsilyloxy)ethyl]-4,6-bis(O-methoxymethyl)-2,3-dihydrobenzofuran-2-yloxy]triisopropylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / pentane / 0.02 h / -40 °C

1.2: 59 percent / tetrahydrofuran; pentane / 0.5 h / -40 - 0 °C

2.1: 60 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

With n-butyllithium; Dess-Martin periodane; In dichloromethane; pentane;
DOI:10.1021/ja0455188

Reference yield:

: 135351-89-2
2,4,6-tris(benzyloxy)benzaldehyde

: 850705-03-2
5-keto-[[2',4',6'-tris(O-benzyl)phenyl]-3-[2(t-butyldimethylsilyloxy)ethyl]-4,6-bis(O-methoxymethyl)-2,3-dihydrobenzofuran-2-yloxy]triisopropylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / pentane / 0.02 h / -40 °C

1.2: 59 percent / tetrahydrofuran; pentane / 0.5 h / -40 - 0 °C

2.1: 60 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

With n-butyllithium; Dess-Martin periodane; In dichloromethane; pentane;
DOI:10.1021/ja0455188