(6E,8E,10E,12E)-(S)-15-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-5-oxo-hexadeca-6,8,10,12-tetraenoic acid methyl ester

Base Information

Chemical Name:(6E,8E,10E,12E)-(S)-15-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-5-oxo-hexadeca-6,8,10,12-tetraenoic acid methyl ester
CAS No.:87118-74-9
Molecular Formula:C₃₉H₅₆O₅Si₂
Molecular Weight:661.042
Hs Code.:

(6E,8E,10E,12E)-(S)-15-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-5-oxo-hexadeca-6,8,10,12-tetraenoic acid methyl ester

Synonyms:

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Chemical Property of (6E,8E,10E,12E)-(S)-15-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-5-oxo-hexadeca-6,8,10,12-tetraenoic acid methyl ester

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Technology Process of (6E,8E,10E,12E)-(S)-15-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-5-oxo-hexadeca-6,8,10,12-tetraenoic acid methyl ester

There total 16 articles about (6E,8E,10E,12E)-(S)-15-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-5-oxo-hexadeca-6,8,10,12-tetraenoic acid methyl ester 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:

: 7250-55-7
dimethyl 3-hydroxypentanedioate

: 87118-74-9,87173-35-1
(6E,8E,10E,12E)-(S)-15-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-5-oxo-hexadeca-6,8,10,12-tetraenoic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 80 percent / porcine liver esterase, Na₂HPO₄, H₂O / 12 h / Ambient temperature

2: 95 percent / imidazole, DMAP / CH₂Cl₂ / 6 h / Ambient temperature

3: 80 percent / KOH, H₂O / 2-methyl-propan-2-ol / 2 h / 50 °C

4: 1.) carbonyldiimidazole / 1.) THF, rt, 3 h, 2.) rt, 12 h

6: 80 percent / Hg(OOCCF₃)2 / tetrahydrofuran / 24 h / Ambient temperature

7: 65 percent / BH₃-THF / tetrahydrofuran / 4 h / Ambient temperature

8: 85 percent / PCC, NaOAc / CH₂Cl₂ / 6 h / Ambient temperature

9: 99 percent / NaH / 0.08 h / Ambient temperature

10: 60 percent / H₂O, pyridinium p-toluenesulfonate / methanol / 16 h / Heating

With 1H-imidazole; porcine liver esterase; dmap; potassium hydroxide; disodium hydrogenphosphate; borane-THF; water; sodium acetate; mercury(II) trifluoroacetate; pyridinium p-toluenesulfonate; sodium hydride; 1,1'-carbonyldiimidazole; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)88094-6

Reference yield:

: 68726-87-4
(3RS)-3-(tert-butyl-dimethyl-silanyloxy)-butan-1-ol

: 87118-74-9,87173-35-1
(6E,8E,10E,12E)-(S)-15-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-5-oxo-hexadeca-6,8,10,12-tetraenoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: PCC, NaOAc / CH₂Cl₂ / 6 h / Ambient temperature

2: benzene / 24 h / Heating

3: benzene / 24 h / Heating

With sodium acetate; pyridinium chlorochromate; In dichloromethane; benzene;
DOI:10.1016/S0040-4039(00)88094-6

Reference yield:

: 87118-70-5
(S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-[2-(2-oxo-ethyl)-[1,3]dioxolan-2-yl]-butyric acid methyl ester

: 87118-74-9,87173-35-1
(6E,8E,10E,12E)-(S)-15-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-5-oxo-hexadeca-6,8,10,12-tetraenoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / NaH / 0.08 h / Ambient temperature

2: 60 percent / H₂O, pyridinium p-toluenesulfonate / methanol / 16 h / Heating

With water; pyridinium p-toluenesulfonate; sodium hydride; In methanol;
DOI:10.1016/S0040-4039(00)88094-6