Technology Process of (2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-(2-Hydroxy-ethyl)-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) ester
There total 17 articles about (2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-(2-Hydroxy-ethyl)-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) 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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1027938-85-7
(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-22-Hydroxy-20-(2-hydroxy-ethyl)-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenoic acid tert-butyl ester
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808771-35-9
(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-(2-Hydroxy-ethyl)-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) ester
- Guidance literature:
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(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-22-Hydroxy-20-(2-hydroxy-ethyl)-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenoic acid tert-butyl ester;
With
manganese(IV) oxide;
In
dichloromethane; benzene;
With
sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene;
In
tetrahydrofuran; water; tert-butyl alcohol;
(tert-butyldiphenylsilyloxy)methyl chloride;
With
triethylamine;
In
tetrahydrofuran;
Further stages.;
DOI:10.1016/j.tetlet.2004.09.162
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808771-35-9
(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-(2-Hydroxy-ethyl)-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) ester
- Guidance literature:
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Multi-step reaction with 9 steps
1.1: 92 percent / Et3N / PdCl2(PPh3)2 / methanol
2.1: MsCl; iPr2EtN; 4-DMAP / CH2Cl2
2.2: 81 percent / dimethylformamide
3.1: 86 percent / BuLi; HMPA / tetrahydrofuran
4.1: DIBAH / tetrahydrofuran
4.2: 70 percent / NaBH4 / tetrahydrofuran; H2O
5.1: Dess-Martin reagent / benzene; CH2Cl2
6.1: 80 percent / benzene
7.1: 82 percent / HCl / H2O; tetrahydrofuran
8.1: MnO2 / benzene; CH2Cl2
8.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O
8.3: 40 percent / Et3N / tetrahydrofuran
With
hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; manganese(IV) oxide; n-butyllithium; diisobutylaluminium hydride; Dess-Martin periodane; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; methanol; dichloromethane; water; benzene;
1.1: Suzuki coupling;
DOI:10.1016/j.tetlet.2004.09.162
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808771-35-9
(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-(2-Hydroxy-ethyl)-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) ester
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 92 percent / Et3N / PdCl2(PPh3)2 / methanol
2.1: MsCl; iPr2EtN; 4-DMAP / CH2Cl2
2.2: 81 percent / dimethylformamide
3.1: 86 percent / BuLi; HMPA / tetrahydrofuran
4.1: DIBAH / tetrahydrofuran
4.2: 70 percent / NaBH4 / tetrahydrofuran; H2O
5.1: Dess-Martin reagent / benzene; CH2Cl2
6.1: 80 percent / benzene
7.1: 82 percent / HCl / H2O; tetrahydrofuran
8.1: MnO2 / benzene; CH2Cl2
8.2: NaClO2; NaH2PO4; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H2O
8.3: 40 percent / Et3N / tetrahydrofuran
With
hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; manganese(IV) oxide; n-butyllithium; diisobutylaluminium hydride; Dess-Martin periodane; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine;
bis-triphenylphosphine-palladium(II) chloride;
In
tetrahydrofuran; methanol; dichloromethane; water; benzene;
2.1: Suzuki coupling;
DOI:10.1016/j.tetlet.2004.09.162