(1S,3R,4R,5R,6R,7R)-5,6-dimethyl-7-ethyl-4-(4-methoxybenzyloxy)-3-(triisopropylsiloxymethyl)-2,8-dioxabicyclo[3.3.0]octan-6-ol

Base Information

Chemical Name:(1S,3R,4R,5R,6R,7R)-5,6-dimethyl-7-ethyl-4-(4-methoxybenzyloxy)-3-(triisopropylsiloxymethyl)-2,8-dioxabicyclo[3.3.0]octan-6-ol
CAS No.:164365-01-9
Molecular Formula:C₂₈H₄₈O₆Si
Molecular Weight:508.771
Hs Code.:

Synonyms:(1S,3R,4R,5R,6R,7R)-5,6-dimethyl-7-ethyl-4-(4-methoxybenzyloxy)-3-(triisopropylsiloxymethyl)-2,8-dioxabicyclo[3.3.0]octan-6-ol

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Chemical Property of (1S,3R,4R,5R,6R,7R)-5,6-dimethyl-7-ethyl-4-(4-methoxybenzyloxy)-3-(triisopropylsiloxymethyl)-2,8-dioxabicyclo[3.3.0]octan-6-ol

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Technology Process of (1S,3R,4R,5R,6R,7R)-5,6-dimethyl-7-ethyl-4-(4-methoxybenzyloxy)-3-(triisopropylsiloxymethyl)-2,8-dioxabicyclo[3.3.0]octan-6-ol

There total 7 articles about (1S,3R,4R,5R,6R,7R)-5,6-dimethyl-7-ethyl-4-(4-methoxybenzyloxy)-3-(triisopropylsiloxymethyl)-2,8-dioxabicyclo[3.3.0]octan-6-ol 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: 95.0%

: 536737-63-0
(2RS,3R,4R,5R)-3-[(2R,3R)-2,3-dihydroxy-2-pentyl]-5-(triisopropylsiloxymethyl)-2-methoxy-4-(4-methoxybenzyloxy)-3-methyloxolane

: 164365-01-9
(1S,3R,4R,5R,6R,7R)-5,6-dimethyl-7-ethyl-4-(4-methoxybenzyloxy)-3-(triisopropylsiloxymethyl)-2,8-dioxabicyclo[3.3.0]octan-6-ol

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1021/ja034332q

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 164365-01-9
(1S,3R,4R,5R,6R,7R)-5,6-dimethyl-7-ethyl-4-(4-methoxybenzyloxy)-3-(triisopropylsiloxymethyl)-2,8-dioxabicyclo[3.3.0]octan-6-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: KH / tetrahydrofuran / 1 h / 20 °C

1.2: 80 percent / tetrahydrofuran / 20 °C

2.1: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

3.1: 88 percent / HCl / diethyl ether / 1.5 h / 20 °C

4.1: OsO₄; NMO

4.2: CSA

With hydrogenchloride; osmium(VIII) oxide; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; potassium hydride; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ja034332q

Reference yield:

: 536737-77-6
(2R,3R,4S)-3-(4-methoxybenzyloxy)-4-(1,3-dioxolan-2-yl)-4,5-dimethyloct-5(E)-en-1,2-diol

: 164365-01-9
(1S,3R,4R,5R,6R,7R)-5,6-dimethyl-7-ethyl-4-(4-methoxybenzyloxy)-3-(triisopropylsiloxymethyl)-2,8-dioxabicyclo[3.3.0]octan-6-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 88 percent / HCl / diethyl ether / 1.5 h / 20 °C

2.1: OsO₄; NMO

2.2: CSA

With hydrogenchloride; osmium(VIII) oxide; N-methyl-2-indolinone; In diethyl ether;
DOI:10.1021/ja034332q