(4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-5-hydroxy-2,2-dimethylundecan-3,7-dione

Base Information

Chemical Name:(4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-5-hydroxy-2,2-dimethylundecan-3,7-dione
CAS No.:1329997-15-0
Molecular Formula:C₃₆H₅₄O₈Si
Molecular Weight:642.905
Hs Code.:

Synonyms:(4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-5-hydroxy-2,2-dimethylundecan-3,7-dione

Suppliers and Price of (4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-5-hydroxy-2,2-dimethylundecan-3,7-dione

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-5-hydroxy-2,2-dimethylundecan-3,7-dione

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

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Technology Process of (4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-5-hydroxy-2,2-dimethylundecan-3,7-dione

There total 19 articles about (4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-5-hydroxy-2,2-dimethylundecan-3,7-dione 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: 87.0%

: 1329997-13-8
(4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-7-(1,3-dithiane)-5-hydroxy-2,2-dimethylundecan-3-one

: 1329997-15-0
(4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-5-hydroxy-2,2-dimethylundecan-3,7-dione

Guidance literature:: With calcium carbonate; methyl iodide; In water; acetonitrile; at 20 ℃; Inert atmosphere;
DOI:10.1002/ejoc.201100053

Reference yield:

: 100-39-0
benzyl bromide

: 1329997-15-0
(4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-5-hydroxy-2,2-dimethylundecan-3,7-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / Inert atmosphere

1.2: Inert atmosphere

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

2.2: 1.5 h / -78 - 20 °C / Inert atmosphere

3.1: (-)-(Ipc)2BOTf / dichloromethane / -78 °C / Inert atmosphere

3.2: -78 - -20 °C / Inert atmosphere

4.1: calcium carbonate; methyl iodide / water; acetonitrile / 20 °C / Inert atmosphere

With n-butyllithium; (-)-(Ipc)2BOTf; sodium hydride; diisopropylamine; calcium carbonate; methyl iodide; In tetrahydrofuran; hexane; dichloromethane; water; acetonitrile;
DOI:10.1002/ejoc.201100053

Reference yield:

: 1329997-06-9
3-allyloxy-1,4-bis(benzyloxy)-2,2-dimethylbutane

: 1329997-15-0
(4R,5R,9R,10R)-1,4-bis(benzyloxy)-11-(tert-butyldimethylsilyloxy)-9,10-(2,2-dimethyl-1,3-dioxolane)-5-hydroxy-2,2-dimethylundecan-3,7-dione

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; toluene-4-sulfonic acid / tetrahydrofuran / 7 h / 20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: dipyridinium dichromate; acetic acid / dichloromethane / 0.25 h / 20 °C / Molecular sieve; Inert atmosphere

3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

3.2: 1.5 h / -78 - 20 °C / Inert atmosphere

4.1: (-)-(Ipc)2BOTf / dichloromethane / -78 °C / Inert atmosphere

4.2: -78 - -20 °C / Inert atmosphere

5.1: calcium carbonate; methyl iodide / water; acetonitrile / 20 °C / Inert atmosphere

With dipyridinium dichromate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; (-)-(Ipc)2BOTf; toluene-4-sulfonic acid; acetic acid; diisopropylamine; calcium carbonate; methyl iodide; In tetrahydrofuran; hexane; dichloromethane; water; acetonitrile;
DOI:10.1002/ejoc.201100053