(2R,6S,10R,14R)-1-<(tert-butyldimethylsilyl)oxy>-16-<(tert-butyldiphenylsilyl)oxy>-2,6,10,14-tetramethylhexadecane

Base Information

Chemical Name:(2R,6S,10R,14R)-1-<(tert-butyldimethylsilyl)oxy>-16-<(tert-butyldiphenylsilyl)oxy>-2,6,10,14-tetramethylhexadecane
CAS No.:113490-17-8
Molecular Formula:C₄₂H₇₄O₂Si₂
Molecular Weight:667.219
Hs Code.:

Synonyms:(2R,6S,10R,14R)-1-<(tert-butyldimethylsilyl)oxy>-16-<(tert-butyldiphenylsilyl)oxy>-2,6,10,14-tetramethylhexadecane

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

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Chemical Property of (2R,6S,10R,14R)-1-<(tert-butyldimethylsilyl)oxy>-16-<(tert-butyldiphenylsilyl)oxy>-2,6,10,14-tetramethylhexadecane

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Technology Process of (2R,6S,10R,14R)-1-<(tert-butyldimethylsilyl)oxy>-16-<(tert-butyldiphenylsilyl)oxy>-2,6,10,14-tetramethylhexadecane

There total 25 articles about (2R,6S,10R,14R)-1-<(tert-butyldimethylsilyl)oxy>-16-<(tert-butyldiphenylsilyl)oxy>-2,6,10,14-tetramethylhexadecane 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: 86.0%

: 104423-53-2
(2R,6R,8R^*,10S,14R)-1-<(tert-butyldimethylsilyl)oxy>-16-<(tert-butyldiphenylsilyl)oxy>-2,6,10,14-tetramethyl-8-hexadecyl phenyl sulfone

: 113490-17-8
(2R,6S,10R,14R)-1-<(tert-butyldimethylsilyl)oxy>-16-<(tert-butyldiphenylsilyl)oxy>-2,6,10,14-tetramethylhexadecane

Guidance literature:: With disodium hydrogenphosphate; sodium amalgam; In methanol; for 2h;
DOI:10.1021/jo00244a017

Reference yield:

: 113564-18-4
(2S,3S)-2-methyl-4-pentene-1,3-diol

: 113490-17-8
(2R,6S,10R,14R)-1-<(tert-butyldimethylsilyl)oxy>-16-<(tert-butyldiphenylsilyl)oxy>-2,6,10,14-tetramethylhexadecane

Guidance literature:: Multi-step reaction with 11 steps

1: Et₃N, DMAP / CH₂Cl₂

2: pyridine / CH₂Cl₂

4: H₂ / PtO₂ / ethanol / 760 Torr

5: LDA / tetrahydrofuran

6: Hunig's base, DMAP / CH₂Cl₂ / 0 - 20 °C

8: pyridine / CH₂Cl₂

9: n-Bu₄NI / tetrahydrofuran / 5 h / Heating

10: 1.) n-BuLi / 1.) HMPA, THF, from -78 to 30 deg C, 2.) HMPA, THF, from -25 deg C to RT

11: 6percent Na(Hg), MeOH

With pyridine; methanol; dmap; n-butyllithium; sodium amalgam; hydrogen; tetra-(n-butyl)ammonium iodide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jo00372a051

Reference yield:

: 113564-07-1
(2S,3S)-1-<(tert-butyldimethylsilyl)oxy>-2-methyl-4-penten-3-ol

: 113490-17-8
(2R,6S,10R,14R)-1-<(tert-butyldimethylsilyl)oxy>-16-<(tert-butyldiphenylsilyl)oxy>-2,6,10,14-tetramethylhexadecane

Guidance literature:: Multi-step reaction with 10 steps

1: pyridine / CH₂Cl₂

3: H₂ / PtO₂ / ethanol / 760 Torr

4: LDA / tetrahydrofuran

5: Hunig's base, DMAP / CH₂Cl₂ / 0 - 20 °C

7: pyridine / CH₂Cl₂

8: n-Bu₄NI / tetrahydrofuran / 5 h / Heating

9: 1.) n-BuLi / 1.) HMPA, THF, from -78 to 30 deg C, 2.) HMPA, THF, from -25 deg C to RT

10: 6percent Na(Hg), MeOH

With pyridine; methanol; dmap; n-butyllithium; sodium amalgam; hydrogen; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; platinum(IV) oxide; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jo00372a051