(5E,9E)-(7R,8R)-10-(Dimethyl-phenyl-silanyl)-7-(3-methoxy-propyl)-8-methyl-deca-5,9-dienoic acid

Base Information

Chemical Name:(5E,9E)-(7R,8R)-10-(Dimethyl-phenyl-silanyl)-7-(3-methoxy-propyl)-8-methyl-deca-5,9-dienoic acid
CAS No.:96720-45-5
Molecular Formula:C₂₃H₃₆O₃Si
Molecular Weight:388.623
Hs Code.:

Synonyms:(5E,9E)-(7R,8R)-10-(Dimethyl-phenyl-silanyl)-7-(3-methoxy-propyl)-8-methyl-deca-5,9-dienoic acid

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Chemical Property of (5E,9E)-(7R,8R)-10-(Dimethyl-phenyl-silanyl)-7-(3-methoxy-propyl)-8-methyl-deca-5,9-dienoic acid

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Technology Process of (5E,9E)-(7R,8R)-10-(Dimethyl-phenyl-silanyl)-7-(3-methoxy-propyl)-8-methyl-deca-5,9-dienoic acid

There total 9 articles about (5E,9E)-(7R,8R)-10-(Dimethyl-phenyl-silanyl)-7-(3-methoxy-propyl)-8-methyl-deca-5,9-dienoic acid 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: 88.0%

: 96720-44-4
(5E,9E)-(7R,8R)-10-(Dimethyl-phenyl-silanyl)-7-(3-methoxy-propyl)-8-methyl-deca-5,9-dienal

: 96720-45-5
(5E,9E)-(7R,8R)-10-(Dimethyl-phenyl-silanyl)-7-(3-methoxy-propyl)-8-methyl-deca-5,9-dienoic acid

Guidance literature:: With dichromic acid; In water; acetone; at 25 ℃; for 0.5h;
DOI:10.1016/S0040-4039(00)98414-4

Reference yield:

: 3839-31-4
dimethyl(phenyl)silyllithium

: 96720-45-5
(5E,9E)-(7R,8R)-10-(Dimethyl-phenyl-silanyl)-7-(3-methoxy-propyl)-8-methyl-deca-5,9-dienoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 55 percent / tetrahydrofuran / -100 °C

2: 87 percent / pyridine; benzene / 6 h / 0 - 25 °C

3: 1.) LDA, t-BuMe₂SiCl, TMEDA 2.) aq HCl / 1.) THF, -78 gradC to 25 gradC, 3 h 2.) 12 h

4: diethyl ether / 0 - 25 °C

5: 1.) LiAlH₄ 2.) CrO₃*2pyr / 1.) Et₂O, 0 gradC to 25 gradC 2.) CH₂Cl₂

6: 75 percent / tetrahydrofuran / 0.33 h / -78 °C

7: 81 percent / Hg(OCOCF₃)2 / benzene / 2 h / 200 °C

8: 2.) aq. HCl / 1.) THF, -78 gradC, 1 h. 2.) THF, 25 gradC, 2 h.

9: 88 percent / H₂Cr₂O₇ / H₂O; acetone / 0.5 h / 25 °C

With hydrogenchloride; lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; mercury(II) trifluoroacetate; dichromic acid; dipyridine chromium trioxide; tert-butyldimethylsilyl chloride; lithium diisopropyl amide; In tetrahydrofuran; pyridine; diethyl ether; water; acetone; benzene;
DOI:10.1016/S0040-4039(00)98414-4

Reference yield:

: 96720-38-6
(E)-1-(phenyldimethylsilyl)-2-buten-1-ol

: 96720-45-5
(5E,9E)-(7R,8R)-10-(Dimethyl-phenyl-silanyl)-7-(3-methoxy-propyl)-8-methyl-deca-5,9-dienoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 87 percent / pyridine; benzene / 6 h / 0 - 25 °C

2: 1.) LDA, t-BuMe₂SiCl, TMEDA 2.) aq HCl / 1.) THF, -78 gradC to 25 gradC, 3 h 2.) 12 h

3: diethyl ether / 0 - 25 °C

4: 1.) LiAlH₄ 2.) CrO₃*2pyr / 1.) Et₂O, 0 gradC to 25 gradC 2.) CH₂Cl₂

5: 75 percent / tetrahydrofuran / 0.33 h / -78 °C

6: 81 percent / Hg(OCOCF₃)2 / benzene / 2 h / 200 °C

7: 2.) aq. HCl / 1.) THF, -78 gradC, 1 h. 2.) THF, 25 gradC, 2 h.

8: 88 percent / H₂Cr₂O₇ / H₂O; acetone / 0.5 h / 25 °C

With hydrogenchloride; lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; mercury(II) trifluoroacetate; dichromic acid; dipyridine chromium trioxide; tert-butyldimethylsilyl chloride; lithium diisopropyl amide; In tetrahydrofuran; pyridine; diethyl ether; water; acetone; benzene;
DOI:10.1016/S0040-4039(00)98414-4