(4R,8R,12R)-13-((tert-butyldiphenylsilyl)oxy)-4,8,12-trimethyl-8-((triethylsilyl)oxy)tridecyl diisopropylcarbamate

Base Information

Chemical Name:(4R,8R,12R)-13-((tert-butyldiphenylsilyl)oxy)-4,8,12-trimethyl-8-((triethylsilyl)oxy)tridecyl diisopropylcarbamate
CAS No.:1623736-66-2
Molecular Formula:C₄₅H₇₉NO₄Si₂
Molecular Weight:754.298
Hs Code.:

Synonyms:(4R,8R,12R)-13-((tert-butyldiphenylsilyl)oxy)-4,8,12-trimethyl-8-((triethylsilyl)oxy)tridecyl diisopropylcarbamate

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Chemical Property of (4R,8R,12R)-13-((tert-butyldiphenylsilyl)oxy)-4,8,12-trimethyl-8-((triethylsilyl)oxy)tridecyl diisopropylcarbamate

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Technology Process of (4R,8R,12R)-13-((tert-butyldiphenylsilyl)oxy)-4,8,12-trimethyl-8-((triethylsilyl)oxy)tridecyl diisopropylcarbamate

There total 15 articles about (4R,8R,12R)-13-((tert-butyldiphenylsilyl)oxy)-4,8,12-trimethyl-8-((triethylsilyl)oxy)tridecyl diisopropylcarbamate 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: 99.0%

: 1623736-71-9
(4R,8R,12R)-13-((tert-butyldiphenylsilyl)oxy)-8-hydroxy-4,8,12-trimethyltridecyl diisopropylcarbamate

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 1623736-66-2
(4R,8R,12R)-13-((tert-butyldiphenylsilyl)oxy)-4,8,12-trimethyl-8-((triethylsilyl)oxy)tridecyl diisopropylcarbamate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; Inert atmosphere;
DOI:10.1002/anie.201400714

Reference yield:

: (4S,6E,8R,10E,12R)-13-((tert-butyldiphenylsilyl)oxy)-4,8,12-trimethyl-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)trideca-6,10-dien-1-yl diisopropylcarbamate

: 1623736-66-2
(4R,8R,12R)-13-((tert-butyldiphenylsilyl)oxy)-4,8,12-trimethyl-8-((triethylsilyl)oxy)tridecyl diisopropylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; water / 0.5 h / 0 °C

2: hydrogen; platinum(IV) oxide / ethyl acetate / 22.08 h

3: 2,6-dimethylpyridine / dichloromethane / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; platinum(IV) oxide; hydrogen; dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1002/anie.201400714

Reference yield:

: 92817-88-4
(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

: 1623736-66-2
(4R,8R,12R)-13-((tert-butyldiphenylsilyl)oxy)-4,8,12-trimethyl-8-((triethylsilyl)oxy)tridecyl diisopropylcarbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2.1: pyridine / dichloromethane / 0 °C / Inert atmosphere

3.1: bis(dibenzylideneacetone)-palladium⁽⁰⁾ / dimethyl sulfoxide / 15 h / Inert atmosphere

4.1: sec.-butyllithium; N,N,N,N,-tetramethylethylenediamine / hexane; diethyl ether / -78 °C / Inert atmosphere

4.2: 0.53 h / -78 °C / Inert atmosphere

5.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran; water / 0.5 h / 0 °C

6.1: hydrogen; platinum(IV) oxide / ethyl acetate / 22.08 h

7.1: 2,6-dimethylpyridine / dichloromethane / 0 °C / Inert atmosphere

With pyridine; 2,6-dimethylpyridine; platinum(IV) oxide; N,N,N,N,-tetramethylethylenediamine; hydrogen; dihydrogen peroxide; sec.-butyllithium; sodium hydroxide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate;
DOI:10.1002/anie.201400714