Technology Process of (2Z,4E,10Z,15Z,23Z)-(6R,7R,12S,13S,14S,19R,20R,21S,22S)-21-Hydroxy-7,13,19-tris-(4-methoxy-benzyloxy)-6,12,14,20,22-pentamethyl-hexacosa-2,4,10,15,23,25-hexaenoic acid methyl ester
There total 23 articles about (2Z,4E,10Z,15Z,23Z)-(6R,7R,12S,13S,14S,19R,20R,21S,22S)-21-Hydroxy-7,13,19-tris-(4-methoxy-benzyloxy)-6,12,14,20,22-pentamethyl-hexacosa-2,4,10,15,23,25-hexaenoic 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:
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479673-34-2
(6R, [7R,] [12S,] 13S, [14S,] [19R,] [20R,] [21R,] 22S)-21-(TERT-BUTYLDIMETHYLSILANYLOXY)-7,13, [19-TRIS-(4-METHOXYBENZYLOXY)-6,] 12,14, 20,22-pentamethylhexacosa-2, 4,10, 15,23, 25-hexaenoic acid methyl ester
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479673-56-8
(2Z,4E,10Z,15Z,23Z)-(6R,7R,12S,13S,14S,19R,20R,21S,22S)-21-Hydroxy-7,13,19-tris-(4-methoxy-benzyloxy)-6,12,14,20,22-pentamethyl-hexacosa-2,4,10,15,23,25-hexaenoic acid methyl ester
- Guidance literature:
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With
hydrogenchloride;
In
tetrahydrofuran; methanol; water;
DOI:10.1021/ol026942l
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479673-56-8
(2Z,4E,10Z,15Z,23Z)-(6R,7R,12S,13S,14S,19R,20R,21S,22S)-21-Hydroxy-7,13,19-tris-(4-methoxy-benzyloxy)-6,12,14,20,22-pentamethyl-hexacosa-2,4,10,15,23,25-hexaenoic acid methyl ester
- Guidance literature:
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Multi-step reaction with 14 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
With
hydrogenchloride; lithium borohydride; chloro-trimethyl-silane; 18-crown-6 ether; sodium hexamethyldisilazane; potassium hexamethylsilazane; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; Dess-Martin periodane; pyridine hydrogenfluoride;
In
tetrahydrofuran; methanol; 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;
DOI:10.1021/ol026942l
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479673-56-8
(2Z,4E,10Z,15Z,23Z)-(6R,7R,12S,13S,14S,19R,20R,21S,22S)-21-Hydroxy-7,13,19-tris-(4-methoxy-benzyloxy)-6,12,14,20,22-pentamethyl-hexacosa-2,4,10,15,23,25-hexaenoic acid methyl ester
- Guidance literature:
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Multi-step reaction with 11 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
With
hydrogenchloride; chloro-trimethyl-silane; 18-crown-6 ether; sodium hexamethyldisilazane; potassium hexamethylsilazane; sodium hydride; diisobutylaluminium hydride; sodium cyanoborohydride; Dess-Martin periodane; pyridine hydrogenfluoride;
In
tetrahydrofuran; methanol; water;
1: Wittig-Horner reaction / 3: Dess-Martin oxidation / 4: Wittig reaction / 6: Dess-Martin oxidation / 7: Wittig reaction / 9: Dess-Martin oxidation;
DOI:10.1021/ol026942l