Oxacyclodocosa-3,5,11,16-tetraen-2-one, 8,14,20-tris[(4-methoxyphenyl)methoxy]-7,13,15,21-tetramethyl-22-[(1S, 2Z)-1-methyl-2,4-pentadienyl]-, (3Z,5E,7R,8R,11Z,13S,14S,15S,16Z,20R,21S,22S)-

Base Information

Chemical Name:Oxacyclodocosa-3,5,11,16-tetraen-2-one, 8,14,20-tris[(4-methoxyphenyl)methoxy]-7,13,15,21-tetramethyl-22-[(1S, 2Z)-1-methyl-2,4-pentadienyl]-, (3Z,5E,7R,8R,11Z,13S,14S,15S,16Z,20R,21S,22S)-
CAS No.:479673-57-9
Molecular Formula:C₅₅H₇₂O₈
Molecular Weight:861.172
Hs Code.:

Oxacyclodocosa-3,5,11,16-tetraen-2-one,
8,14,20-tris[(4-methoxyphenyl)methoxy]-7,13,15,21-tetramethyl-22-[(1S,
2Z)-1-methyl-2,4-pentadienyl]-,
(3Z,5E,7R,8R,11Z,13S,14S,15S,16Z,20R,21S,22S)-

Synonyms:

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Chemical Property of Oxacyclodocosa-3,5,11,16-tetraen-2-one, 8,14,20-tris[(4-methoxyphenyl)methoxy]-7,13,15,21-tetramethyl-22-[(1S, 2Z)-1-methyl-2,4-pentadienyl]-, (3Z,5E,7R,8R,11Z,13S,14S,15S,16Z,20R,21S,22S)-

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Technology Process of Oxacyclodocosa-3,5,11,16-tetraen-2-one, 8,14,20-tris[(4-methoxyphenyl)methoxy]-7,13,15,21-tetramethyl-22-[(1S, 2Z)-1-methyl-2,4-pentadienyl]-, (3Z,5E,7R,8R,11Z,13S,14S,15S,16Z,20R,21S,22S)-

There total 24 articles about Oxacyclodocosa-3,5,11,16-tetraen-2-one, 8,14,20-tris[(4-methoxyphenyl)methoxy]-7,13,15,21-tetramethyl-22-[(1S, 2Z)-1-methyl-2,4-pentadienyl]-, (3Z,5E,7R,8R,11Z,13S,14S,15S,16Z,20R,21S,22S)- 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:

: 154919-93-4
(S)-4-Benzyl-3-[(2S,3R)-6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-hexanoyl]-oxazolidin-2-one

: 479673-57-9
(3Z,5E,11Z,16Z)-(7R,8R,13S,14S,15S,20R,21S,22S)-8,14,20-Tris-(4-methoxy-benzyloxy)-7,13,15,21-tetramethyl-22-((Z)-(S)-1-methyl-penta-2,4-dienyl)-oxacyclodocosa-3,5,11,16-tetraen-2-one

Guidance literature:: Multi-step reaction with 16 steps

1.1: LiBH₄

1.2: PPTS

2.1: 92 percent / DIBAL

3.1: Dess-Martin periodinane

4.1: NaH

5.1: 84 percent / HF*pyridine

6.1: 72 percent / Dess-Martin periodinane

7.1: 74 percent / NaHMDS

8.1: 68 percent / NaCNBH₃; TMSCl

9.1: 89 percent / Dess-Martin periodinane

10.1: 48 percent / NaHMDS

11.1: 77 percent / DIBAL

12.1: Dess-Martin periodinane

13.1: KHMDS; 18-crown-6

14.1: 63 percent / HCl / methanol; H₂O; tetrahydrofuran

15.1: KOH / ethanol / Heating

16.1: 2,4,6-trichlorobenzoyl chloride

With hydrogenchloride; potassium hydroxide; lithium borohydride; chloro-trimethyl-silane; 18-crown-6 ether; 2,4,6-trichlorobenzoyl chloride; sodium hexamethyldisilazane; potassium hexamethylsilazane; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; Dess-Martin periodane; pyridine hydrogenfluoride; In tetrahydrofuran; methanol; ethanol; water; 3.1: Dess-Martin oxidation / 4.1: Wittig-Horner reaction / 6.1: Dess-Martin oxidation / 7.1: Wittig reaction / 9.1: Dess-Martin oxidation / 10.1: Wittig reaction / 12.1: Dess-Martin oxidation / 16.1: Yamaguchi reaction;
DOI:10.1021/ol026942l

Reference yield:

: 479673-40-0
(2S,3R)-6-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2-methylhexanal

: 479673-57-9
(3Z,5E,11Z,16Z)-(7R,8R,13S,14S,15S,20R,21S,22S)-8,14,20-Tris-(4-methoxy-benzyloxy)-7,13,15,21-tetramethyl-22-((Z)-(S)-1-methyl-penta-2,4-dienyl)-oxacyclodocosa-3,5,11,16-tetraen-2-one

Guidance literature:: Multi-step reaction with 13 steps

1: NaH

2: 84 percent / HF*pyridine

3: 72 percent / Dess-Martin periodinane

4: 74 percent / NaHMDS

5: 68 percent / NaCNBH₃; TMSCl

6: 89 percent / Dess-Martin periodinane

7: 48 percent / NaHMDS

8: 77 percent / DIBAL

9: Dess-Martin periodinane

10: KHMDS; 18-crown-6

11: 63 percent / HCl / methanol; H₂O; tetrahydrofuran

12: KOH / ethanol / Heating

13: 2,4,6-trichlorobenzoyl chloride

With hydrogenchloride; potassium hydroxide; chloro-trimethyl-silane; 18-crown-6 ether; 2,4,6-trichlorobenzoyl chloride; sodium hexamethyldisilazane; potassium hexamethylsilazane; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; Dess-Martin periodane; pyridine hydrogenfluoride; In tetrahydrofuran; methanol; ethanol; water; 1: Wittig-Horner reaction / 3: Dess-Martin oxidation / 4: Wittig reaction / 6: Dess-Martin oxidation / 7: Wittig reaction / 9: Dess-Martin oxidation / 13: Yamaguchi reaction;
DOI:10.1021/ol026942l

Reference yield:

: 479673-49-9
(4R,5R)-tert-butyl-{3-[2-(4-methoxyphenyl)-5-methyl[1,3]dioxan-4-yl]propoxy}dimethylsilane

: 479673-57-9
(3Z,5E,11Z,16Z)-(7R,8R,13S,14S,15S,20R,21S,22S)-8,14,20-Tris-(4-methoxy-benzyloxy)-7,13,15,21-tetramethyl-22-((Z)-(S)-1-methyl-penta-2,4-dienyl)-oxacyclodocosa-3,5,11,16-tetraen-2-one

Guidance literature:: Multi-step reaction with 15 steps

1: 92 percent / DIBAL

2: Dess-Martin periodinane

3: NaH

4: 84 percent / HF*pyridine

5: 72 percent / Dess-Martin periodinane

6: 74 percent / NaHMDS

7: 68 percent / NaCNBH₃; TMSCl

8: 89 percent / Dess-Martin periodinane

9: 48 percent / NaHMDS

10: 77 percent / DIBAL

11: Dess-Martin periodinane

12: KHMDS; 18-crown-6

13: 63 percent / HCl / methanol; H₂O; tetrahydrofuran

14: KOH / ethanol / Heating

15: 2,4,6-trichlorobenzoyl chloride

With hydrogenchloride; potassium hydroxide; chloro-trimethyl-silane; 18-crown-6 ether; 2,4,6-trichlorobenzoyl chloride; sodium hexamethyldisilazane; potassium hexamethylsilazane; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; Dess-Martin periodane; pyridine hydrogenfluoride; In tetrahydrofuran; methanol; ethanol; water; 2: Dess-Martin oxidation / 3: Wittig-Horner reaction / 5: Dess-Martin oxidation / 6: Wittig reaction / 8: Dess-Martin oxidation / 9: Wittig reaction / 11: Dess-Martin oxidation / 15: Yamaguchi reaction;
DOI:10.1021/ol026942l