(4,6-bis-benzyloxy-2,3,3a,8a-tetrahydro-1,8-dioxa-cyclopenta[a]inden-5-yl)-(2,4,6-tris-benzyloxy-phenyl)-methanone

Base Information

Chemical Name:(4,6-bis-benzyloxy-2,3,3a,8a-tetrahydro-1,8-dioxa-cyclopenta[a]inden-5-yl)-(2,4,6-tris-benzyloxy-phenyl)-methanone
CAS No.:850705-11-2
Molecular Formula:C₅₂H₄₄O₈
Molecular Weight:796.917
Hs Code.:

(4,6-bis-benzyloxy-2,3,3a,8a-tetrahydro-1,8-dioxa-cyclopenta[<i>a</i>]inden-5-yl)-(2,4,6-tris-benzyloxy-phenyl)-methanone

Synonyms:(4,6-bis-benzyloxy-2,3,3a,8a-tetrahydro-1,8-dioxa-cyclopenta[a]inden-5-yl)-(2,4,6-tris-benzyloxy-phenyl)-methanone

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Chemical Property of (4,6-bis-benzyloxy-2,3,3a,8a-tetrahydro-1,8-dioxa-cyclopenta[a]inden-5-yl)-(2,4,6-tris-benzyloxy-phenyl)-methanone

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Technology Process of (4,6-bis-benzyloxy-2,3,3a,8a-tetrahydro-1,8-dioxa-cyclopenta[a]inden-5-yl)-(2,4,6-tris-benzyloxy-phenyl)-methanone

There total 5 articles about (4,6-bis-benzyloxy-2,3,3a,8a-tetrahydro-1,8-dioxa-cyclopenta[a]inden-5-yl)-(2,4,6-tris-benzyloxy-phenyl)-methanone 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: 85.0%

: 850705-09-8
5-keto-[[2',4',6'-tris(O-benzyl)phenyl]-3-[2-(t-butyldimethylsilyloxy)ethyl]-4,6-bis(O-benzyl)-2,3-dihydrobenzofuran-2-yloxy]triisopropylsilane

: 850705-11-2
(4,6-bis-benzyloxy-2,3,3a,8a-tetrahydro-1,8-dioxa-cyclopenta[a]inden-5-yl)-(2,4,6-tris-benzyloxy-phenyl)-methanone

Guidance literature:: 5-keto-[[2',4',6'-tris(O-benzyl)phenyl]-3-[2-(t-butyldimethylsilyloxy)ethyl]-4,6-bis(O-benzyl)-2,3-dihydrobenzofuran-2-yloxy]triisopropylsilane; With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h; Heating;

With hydrogenchloride; In tetrahydrofuran; at 0 - 250 ℃; for 0.5h;
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

: 850705-11-2
(4,6-bis-benzyloxy-2,3,3a,8a-tetrahydro-1,8-dioxa-cyclopenta[a]inden-5-yl)-(2,4,6-tris-benzyloxy-phenyl)-methanone

Guidance literature:: Multi-step reaction with 4 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

3.1: TBAF / tetrahydrofuran / 1 h / Heating

3.2: 85 percent / aq. HCl / tetrahydrofuran / 0.5 h / 0 - 250 °C

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

Reference yield:

: 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

: 850705-11-2
(4,6-bis-benzyloxy-2,3,3a,8a-tetrahydro-1,8-dioxa-cyclopenta[a]inden-5-yl)-(2,4,6-tris-benzyloxy-phenyl)-methanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 60 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

2.1: TBAF / tetrahydrofuran / 1 h / Heating

2.2: 85 percent / aq. HCl / tetrahydrofuran / 0.5 h / 0 - 250 °C

With tetrabutyl ammonium fluoride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja0455188