(E)-(2S,10R)-2-Benzyloxy-1-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-10-hydroxy-3,3-dimethyl-dodeca-5,11-dien-4-one

Base Information

Chemical Name:(E)-(2S,10R)-2-Benzyloxy-1-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-10-hydroxy-3,3-dimethyl-dodeca-5,11-dien-4-one
CAS No.:884345-56-6
Molecular Formula:C₄₅H₆₂O₆Si
Molecular Weight:727.069
Hs Code.:

Synonyms:(E)-(2S,10R)-2-Benzyloxy-1-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-10-hydroxy-3,3-dimethyl-dodeca-5,11-dien-4-one

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Chemical Property of (E)-(2S,10R)-2-Benzyloxy-1-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-10-hydroxy-3,3-dimethyl-dodeca-5,11-dien-4-one

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Technology Process of (E)-(2S,10R)-2-Benzyloxy-1-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-10-hydroxy-3,3-dimethyl-dodeca-5,11-dien-4-one

There total 7 articles about (E)-(2S,10R)-2-Benzyloxy-1-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-10-hydroxy-3,3-dimethyl-dodeca-5,11-dien-4-one 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: 100.0%

: 884345-55-5
(E)-(2S,10R)-2-Benzyloxy-1-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-3,3-dimethyl-10-triethylsilanyloxy-dodeca-5,11-dien-4-one

: 884345-56-6
(E)-(2S,10R)-2-Benzyloxy-1-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-10-hydroxy-3,3-dimethyl-dodeca-5,11-dien-4-one

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 20 ℃; for 0.25h;
DOI:10.1016/j.tetlet.2006.01.097

Reference yield:

: 865302-25-6
(2R,3R)-3-[4-(4-methoxyphenylmethoxy)butyl]oxirane-2-methanol

: 884345-56-6
(E)-(2S,10R)-2-Benzyloxy-1-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-10-hydroxy-3,3-dimethyl-dodeca-5,11-dien-4-one

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / I₂; PPh₃; imidazole

2: t-BuLi / tetrahydrofuran / 0.25 h / -78 °C

3: imidazole / 2 h / 20 °C

4: 70 percent / DDQ / CH₂Cl₂; various solvent(s) / pH 7

5: Dess-Martin periodinane

6: Ba(OH)2 / tetrahydrofuran / 18 h / 20 °C

7: 100 percent / HF*pyridine / tetrahydrofuran / 0.25 h / 20 °C

With 1H-imidazole; barium dihydroxide; iodine; tert.-butyl lithium; Dess-Martin periodane; pyridine hydrogenfluoride; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; 5: Dess-Martin oxidation;
DOI:10.1016/j.tetlet.2006.01.097

Reference yield:

: (R)-5-triethylsilyloxyhept-6-enal

: 884345-56-6
(E)-(2S,10R)-2-Benzyloxy-1-{(4R,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-10-hydroxy-3,3-dimethyl-dodeca-5,11-dien-4-one

Guidance literature:: Multi-step reaction with 2 steps

1: Ba(OH)2 / tetrahydrofuran / 18 h / 20 °C

2: 100 percent / HF*pyridine / tetrahydrofuran / 0.25 h / 20 °C

With barium dihydroxide; pyridine hydrogenfluoride; In tetrahydrofuran;
DOI:10.1016/j.tetlet.2006.01.097