(2E,4E)-(R)-8-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-[1,3]dioxolan-2-yl}-7-(tert-butyl-diphenyl-silanyloxy)-octa-2,4-dienoic acid methyl ester

Base Information

Chemical Name:(2E,4E)-(R)-8-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-[1,3]dioxolan-2-yl}-7-(tert-butyl-diphenyl-silanyloxy)-octa-2,4-dienoic acid methyl ester
CAS No.:87118-62-5
Molecular Formula:C₃₆H₅₄O₆Si₂
Molecular Weight:638.992
Hs Code.:

Synonyms:(2E,4E)-(R)-8-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-[1,3]dioxolan-2-yl}-7-(tert-butyl-diphenyl-silanyloxy)-octa-2,4-dienoic acid methyl ester

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Chemical Property of (2E,4E)-(R)-8-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-[1,3]dioxolan-2-yl}-7-(tert-butyl-diphenyl-silanyloxy)-octa-2,4-dienoic acid methyl ester

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Technology Process of (2E,4E)-(R)-8-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-[1,3]dioxolan-2-yl}-7-(tert-butyl-diphenyl-silanyloxy)-octa-2,4-dienoic acid methyl ester

There total 11 articles about (2E,4E)-(R)-8-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-[1,3]dioxolan-2-yl}-7-(tert-butyl-diphenyl-silanyloxy)-octa-2,4-dienoic 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: 60.0%

: 87118-61-4
(R)-4-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-[1,3]dioxolan-2-yl}-3-(tert-butyl-diphenyl-silanyloxy)-butyraldehyde

: 85576-65-4
methyl 4-(diisopropylphosphinyl)2-butenoate

: 87118-62-5
(2E,4E)-(R)-8-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-[1,3]dioxolan-2-yl}-7-(tert-butyl-diphenyl-silanyloxy)-octa-2,4-dienoic acid methyl ester

Guidance literature:: With sodium hydride; for 3h; Ambient temperature;
DOI:10.1016/S0040-4039(00)88094-6

Reference yield:

: 7250-55-7
dimethyl 3-hydroxypentanedioate

: 87118-62-5
(2E,4E)-(R)-8-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-[1,3]dioxolan-2-yl}-7-(tert-butyl-diphenyl-silanyloxy)-octa-2,4-dienoic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: chymotrypsin, H₂O

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: 95 percent / imidazole, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

9: LiBH₄ / tetrahydrofuran / 6 h / Heating

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

11: 60 percent / NaH / 3 h / Ambient temperature

With 1H-imidazole; dmap; potassium hydroxide; lithium borohydride; borane-THF; water; sodium acetate; mercury(II) trifluoroacetate; sodium hydride; 1,1'-carbonyldiimidazole; pyridinium chlorochromate; chymotrypsin; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)88094-6

Reference yield:

: (R)-4-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-[1,3]dioxolan-2-yl}-3-(tert-butyl-diphenyl-silanyloxy)-butan-1-ol

: 87118-62-5
(2E,4E)-(R)-8-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-[1,3]dioxolan-2-yl}-7-(tert-butyl-diphenyl-silanyloxy)-octa-2,4-dienoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

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

2: 60 percent / NaH / 3 h / Ambient temperature

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