(E)-(S)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(5-{(2E,9E)-1-[1-(4-methoxy-benzyloxy)-meth-(Z)-ylidene]-undeca-2,9-dienyl}-2,2-dimethyl-[1,3]dioxan-5-yl)-oct-4-en-3-one

Base Information

Chemical Name:(E)-(S)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(5-{(2E,9E)-1-[1-(4-methoxy-benzyloxy)-meth-(Z)-ylidene]-undeca-2,9-dienyl}-2,2-dimethyl-[1,3]dioxan-5-yl)-oct-4-en-3-one
CAS No.:412942-54-2
Molecular Formula:C₄₆H₇₈O₇Si₂
Molecular Weight:799.292
Hs Code.:

(E)-(S)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(5-{(2E,9E)-1-[1-(4-methoxy-benzyloxy)-meth-(Z)-ylidene]-undeca-2,9-dienyl}-2,2-dimethyl-[1,3]dioxan-5-yl)-oct-4-en-3-one

Synonyms:(E)-(S)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(5-{(2E,9E)-1-[1-(4-methoxy-benzyloxy)-meth-(Z)-ylidene]-undeca-2,9-dienyl}-2,2-dimethyl-[1,3]dioxan-5-yl)-oct-4-en-3-one

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Chemical Property of (E)-(S)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(5-{(2E,9E)-1-[1-(4-methoxy-benzyloxy)-meth-(Z)-ylidene]-undeca-2,9-dienyl}-2,2-dimethyl-[1,3]dioxan-5-yl)-oct-4-en-3-one

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Technology Process of (E)-(S)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(5-{(2E,9E)-1-[1-(4-methoxy-benzyloxy)-meth-(Z)-ylidene]-undeca-2,9-dienyl}-2,2-dimethyl-[1,3]dioxan-5-yl)-oct-4-en-3-one

There total 13 articles about (E)-(S)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(5-{(2E,9E)-1-[1-(4-methoxy-benzyloxy)-meth-(Z)-ylidene]-undeca-2,9-dienyl}-2,2-dimethyl-[1,3]dioxan-5-yl)-oct-4-en-3-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: 70.0%

: (E)-(S)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(5-{(2E,9E)-1-[1-(4-methoxy-benzyloxy)-meth-(Z)-ylidene]-undeca-2,9-dienyl}-2,2-dimethyl-[1,3]dioxan-5-yl)-oct-4-en-3-ol

: 412942-54-2
(E)-(S)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(5-{(2E,9E)-1-[1-(4-methoxy-benzyloxy)-meth-(Z)-ylidene]-undeca-2,9-dienyl}-2,2-dimethyl-[1,3]dioxan-5-yl)-oct-4-en-3-one

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 25 ℃; for 0.166667h;
DOI:10.1002/(SICI)1521-3773(20000515)39:10<1829::AID-ANIE1829>3.0.CO;2-6

Reference yield:

: 241129-49-7
(S)-5-(trimethylsilyl)pent-4-yne-1,2-diol

: 412942-54-2
(E)-(S)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(5-{(2E,9E)-1-[1-(4-methoxy-benzyloxy)-meth-(Z)-ylidene]-undeca-2,9-dienyl}-2,2-dimethyl-[1,3]dioxan-5-yl)-oct-4-en-3-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,6-lutidine / tetrahydrofuran; hexane / 0 - 25 °C

2.1: 13.2 g / K₂CO₃; methanol / 12 h / 25 °C

3.1: Cp₂Zr(H)Cl / benzene / 3 h / 25 °C

3.2: 72 percent / I₂ / CCl₄; benzene / 0.5 h

4.1: t-BuLi / tetrahydrofuran; pentane / 0.5 h / -78 °C

4.2: tetrahydrofuran; pentane / 0.5 h / -78 °C

5.1: 49 percent / SO₃*py; Et₃N / CH₂Cl₂; dimethylsulfoxide / 3 h / 25 °C

With 2,6-dimethylpyridine; methanol; Schwartz's reagent; pyridine-SO₃ complex; tert.-butyl lithium; potassium carbonate; triethylamine; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; pentane; benzene;
DOI:10.1021/ja012010l

Reference yield:

: 412942-53-1
4,5-bis-(tert-butyl-dimethyl-silanyloxy)-pent-1-yne

: 412942-54-2
(E)-(S)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(5-{(2E,9E)-1-[1-(4-methoxy-benzyloxy)-meth-(Z)-ylidene]-undeca-2,9-dienyl}-2,2-dimethyl-[1,3]dioxan-5-yl)-oct-4-en-3-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: Cp₂Zr(H)Cl / benzene / 3 h / 25 °C

1.2: 72 percent / I₂ / CCl₄; benzene / 0.5 h

2.1: t-BuLi / tetrahydrofuran; pentane / 0.5 h / -78 °C

2.2: tetrahydrofuran; pentane / 0.5 h / -78 °C

3.1: 49 percent / SO₃*py; Et₃N / CH₂Cl₂; dimethylsulfoxide / 3 h / 25 °C

With Schwartz's reagent; pyridine-SO₃ complex; tert.-butyl lithium; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; pentane; benzene;
DOI:10.1021/ja012010l