4,6-Dodecadiene-1,3-diol, 11-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[3-[(1S)-1-[[(1,1-dimethylethyl )dimethylsilyl]oxy]-3-butynyl]phenyl]-, (1R,3R,4E,6E,11R)-

Base Information

Chemical Name:4,6-Dodecadiene-1,3-diol, 11-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[3-[(1S)-1-[[(1,1-dimethylethyl )dimethylsilyl]oxy]-3-butynyl]phenyl]-, (1R,3R,4E,6E,11R)-
CAS No.:667419-43-4
Molecular Formula:C34H58O4Si2
Molecular Weight:587.003
Hs Code.:

4,6-Dodecadiene-1,3-diol,
11-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[3-[(1S)-1-[[(1,1-dimethylethyl
)dimethylsilyl]oxy]-3-butynyl]phenyl]-, (1R,3R,4E,6E,11R)-

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Chemical Property of 4,6-Dodecadiene-1,3-diol, 11-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[3-[(1S)-1-[[(1,1-dimethylethyl )dimethylsilyl]oxy]-3-butynyl]phenyl]-, (1R,3R,4E,6E,11R)-

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Technology Process of 4,6-Dodecadiene-1,3-diol, 11-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[3-[(1S)-1-[[(1,1-dimethylethyl )dimethylsilyl]oxy]-3-butynyl]phenyl]-, (1R,3R,4E,6E,11R)-

There total 13 articles about 4,6-Dodecadiene-1,3-diol, 11-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-[3-[(1S)-1-[[(1,1-dimethylethyl )dimethylsilyl]oxy]-3-butynyl]phenyl]-, (1R,3R,4E,6E,11R)- 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:

: 171781-56-9
(R)-tert-butyldimethyl(non-8-yn-2-yloxy)silane

: 667419-43-4
(4E,6E)-(1R,3R,11R)-11-(tert-Butyl-dimethyl-silanyloxy)-1-{3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-3-ynyl]-phenyl}-dodeca-4,6-diene-1,3-diol

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / ethylmagnesium bromide / tetrahydrofuran

2: bis(diphenylphosphino)butane / toluene; tetrahydrofuran / 20 °C

3: aq. AcOH / tetrahydrofuran

4: Me₄NBH(OAc)3; AcOH / acetonitrile

With bis(diphenylphosphino)butane; ethylmagnesium bromide; acetic acid; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; toluene; acetonitrile;
DOI:10.1016/j.tetlet.2003.11.055

Reference yield:

: 667419-25-2
3-formylbenzyl benzoate

: 667419-43-4
(4E,6E)-(1R,3R,11R)-11-(tert-Butyl-dimethyl-silanyloxy)-1-{3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-3-ynyl]-phenyl}-dodeca-4,6-diene-1,3-diol

Guidance literature:: Multi-step reaction with 11 steps

1: (+)-diisopropyl L-tartrate; MS 4 Angstroem / toluene / -78 °C

2: 100 percent / imidazole / dimethylformamide

3: 95 percent / K₂CO₃ / methanol

4: 90 percent / 2-iodoxybenzoic acid; DMSO / tetrahydrofuran

5: TiCl₄; i-Pr₂NEt / CH₂Cl₂ / -78 °C

6: 91 percent / Et₃N / CH₂Cl₂

7: 100 percent / pyridine

8: 70 percent / ethylmagnesium bromide / tetrahydrofuran

9: bis(diphenylphosphino)butane / toluene; tetrahydrofuran / 20 °C

10: aq. AcOH / tetrahydrofuran

11: Me₄NBH(OAc)3; AcOH / acetonitrile

With pyridine; 1H-imidazole; L-(+)-diisopropyl tartrate; bis(diphenylphosphino)butane; MS 4 Angstroem; ethylmagnesium bromide; titanium tetrachloride; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; tetramethylammonium triacetoxyborohydride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 1: Yamamoto reaction;
DOI:10.1016/j.tetlet.2003.11.055

Reference yield:

: 667419-47-8
Benzoic acid (R)-1-methyl-7-oxo-heptyl ester

: 667419-43-4
(4E,6E)-(1R,3R,11R)-11-(tert-Butyl-dimethyl-silanyloxy)-1-{3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-but-3-ynyl]-phenyl}-dodeca-4,6-diene-1,3-diol

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / t-BuOK / tetrahydrofuran / -78 - 20 °C

2: 87 percent / aq. KOH / methanol

3: 100 percent / imidazole / dimethylformamide

4: 70 percent / ethylmagnesium bromide / tetrahydrofuran

5: bis(diphenylphosphino)butane / toluene; tetrahydrofuran / 20 °C

6: aq. AcOH / tetrahydrofuran

7: Me₄NBH(OAc)3; AcOH / acetonitrile

With 1H-imidazole; potassium hydroxide; bis(diphenylphosphino)butane; ethylmagnesium bromide; potassium tert-butylate; acetic acid; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/j.tetlet.2003.11.055