(2E,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-7,15-dihydroxy-14-methoxy-2,4,6,8,10,16-hexamethyl-heptadeca-2,4,10,12-tetraenoic acid

Base Information

Chemical Name:(2E,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-7,15-dihydroxy-14-methoxy-2,4,6,8,10,16-hexamethyl-heptadeca-2,4,10,12-tetraenoic acid
CAS No.:186425-07-0
Molecular Formula:C₄₀H₅₈O₆Si
Molecular Weight:662.982
Hs Code.:

(2E,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-7,15-dihydroxy-14-methoxy-2,4,6,8,10,16-hexamethyl-heptadeca-2,4,10,12-tetraenoic acid

Synonyms:(2E,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-7,15-dihydroxy-14-methoxy-2,4,6,8,10,16-hexamethyl-heptadeca-2,4,10,12-tetraenoic acid

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Chemical Property of (2E,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-7,15-dihydroxy-14-methoxy-2,4,6,8,10,16-hexamethyl-heptadeca-2,4,10,12-tetraenoic acid

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Technology Process of (2E,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-7,15-dihydroxy-14-methoxy-2,4,6,8,10,16-hexamethyl-heptadeca-2,4,10,12-tetraenoic acid

There total 24 articles about (2E,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-7,15-dihydroxy-14-methoxy-2,4,6,8,10,16-hexamethyl-heptadeca-2,4,10,12-tetraenoic 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: 59.0%

: 186425-38-7
(2E,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-15-(1-ethoxy-ethoxy)-14-methoxy-2,4,6,8,10,16-hexamethyl-7-triethylsilanyloxy-heptadeca-2,4,10,12-tetraenoic acid

: 186425-07-0
(2E,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-7,15-dihydroxy-14-methoxy-2,4,6,8,10,16-hexamethyl-heptadeca-2,4,10,12-tetraenoic acid

Guidance literature:: With sulfuric acid; In tetrahydrofuran; for 8h;
DOI:10.1016/S0040-4039(96)02132-6

Reference yield:

: 171013-53-9
(4R,5S)-3-((2R,3R)-3-Hydroxy-2,4-dimethyl-pent-4-enoyl)-4-methyl-5-phenyl-oxazolidin-2-one

: 186425-07-0
(2E,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-7,15-dihydroxy-14-methoxy-2,4,6,8,10,16-hexamethyl-heptadeca-2,4,10,12-tetraenoic acid

Guidance literature:: Multi-step reaction with 12 steps

1: PPTS / CH₂Cl₂ / 2 h

2: LiBH₄ / H₂O; diethyl ether / 2 h

3: 85 percent / imidazole / CH₂Cl₂ / 15 h

4: 91 percent / OsO₄, NMO / acetone; H₂O / 18 h

5: 91 percent / NaIO₄ / tetrahydrofuran / 1 h / phosphate buffer (pH 6.86)

6: 87 percent / LiHMDS, ZnCl₂ / tetrahydrofuran / 0.75 h / -78 - -50 °C

7: pyridine, DMAP / CH₂Cl₂ / 4 h / -78 - 0 °C

8: DBU / benzene / 2 h / 10 °C

9: 65 percent / Zn(BH₄)2 / diethyl ether / 48 h / -78 - -25 °C

10: 80 percent / KHMDS / tetrahydrofuran / 6 h / -78 - 0 °C

11: 70 percent / NaOH / methanol; tetrahydrofuran / 48 h / 40 °C

12: 59 percent / H₂SO₄ / tetrahydrofuran / 8 h

With pyridine; 1H-imidazole; dmap; sodium hydroxide; sodium periodate; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; zinc(II) tetrahydroborate; sulfuric acid; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone; benzene;
DOI:10.1016/S0040-4039(96)02132-6

Reference yield:

: 186425-17-2
(2S,3R)-3-(1-Ethoxy-ethoxy)-2,4-dimethyl-pent-4-en-1-ol

: 186425-07-0
(2E,4E,10E,12E)-(6R,7S,8S,14S,15R,16S)-17-(tert-Butyl-diphenyl-silanyloxy)-7,15-dihydroxy-14-methoxy-2,4,6,8,10,16-hexamethyl-heptadeca-2,4,10,12-tetraenoic acid

Guidance literature:: Multi-step reaction with 10 steps

1: 85 percent / imidazole / CH₂Cl₂ / 15 h

2: 91 percent / OsO₄, NMO / acetone; H₂O / 18 h

3: 91 percent / NaIO₄ / tetrahydrofuran / 1 h / phosphate buffer (pH 6.86)

4: 87 percent / LiHMDS, ZnCl₂ / tetrahydrofuran / 0.75 h / -78 - -50 °C

5: pyridine, DMAP / CH₂Cl₂ / 4 h / -78 - 0 °C

6: DBU / benzene / 2 h / 10 °C

7: 65 percent / Zn(BH₄)2 / diethyl ether / 48 h / -78 - -25 °C

8: 80 percent / KHMDS / tetrahydrofuran / 6 h / -78 - 0 °C

9: 70 percent / NaOH / methanol; tetrahydrofuran / 48 h / 40 °C

10: 59 percent / H₂SO₄ / tetrahydrofuran / 8 h

With pyridine; 1H-imidazole; dmap; sodium hydroxide; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; zinc(II) tetrahydroborate; sulfuric acid; potassium hexamethylsilazane; 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone; benzene;
DOI:10.1016/S0040-4039(96)02132-6