Technology Process of 2-[(E)-(7S,8S)-7-Allyloxy-8-hydroxy-9-(4-methoxy-benzyloxy)-non-1-enyl]-6-methoxy-benzoic acid methyl ester
There total 10 articles about 2-[(E)-(7S,8S)-7-Allyloxy-8-hydroxy-9-(4-methoxy-benzyloxy)-non-1-enyl]-6-methoxy-benzoic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 99 percent / DIBAH / CH2Cl2 / 16 h / 23 °C
2.1: 78 percent / NaH / dimethylformamide
3.1: 72 percent / MeSO2NH2; aq. K2CO3; K3Fe(CN)6 / K2OsO2(OH)4; AD-mix α / 2-methyl-propan-2-ol
4.1: 94 percent / p-TsOH / tetrahydrofuran / 16 h / 23 °C
5.1: Bu3SnH; AIBN / toluene / 5 h / 100 °C
5.2: LiCl; 2,6-di-tert-butyl-4-methylphenol / Pd(PPh3)2Cl2 / dimethylformamide / 18 h / 100 °C
6.1: 90 percent / aq. AcOH / 18 h / 23 °C
7.1: nBu2SnO / toluene / 6 h / 120 °C
7.2: CsF / dimethylformamide / 18 h / 23 °C
With
2,2'-azobis(isobutyronitrile); methanesulfonamide; tri-n-butyl-tin hydride; sodium hydride; diisobutylaluminium hydride; di(n-butyl)tin oxide; potassium carbonate; toluene-4-sulfonic acid; acetic acid; potassium hexacyanoferrate(III);
AD-mix-α; potassium dioxotetrahydroxoosmate(VI);
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
3.1: Sharpless asymmetric dihydroxylation / 5.2: Stile cross-coupling reaction;
DOI:10.1055/s-2001-16056
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 78 percent / NaH / dimethylformamide
2.1: 72 percent / MeSO2NH2; aq. K2CO3; K3Fe(CN)6 / K2OsO2(OH)4; AD-mix α / 2-methyl-propan-2-ol
3.1: 94 percent / p-TsOH / tetrahydrofuran / 16 h / 23 °C
4.1: Bu3SnH; AIBN / toluene / 5 h / 100 °C
4.2: LiCl; 2,6-di-tert-butyl-4-methylphenol / Pd(PPh3)2Cl2 / dimethylformamide / 18 h / 100 °C
5.1: 90 percent / aq. AcOH / 18 h / 23 °C
6.1: nBu2SnO / toluene / 6 h / 120 °C
6.2: CsF / dimethylformamide / 18 h / 23 °C
With
2,2'-azobis(isobutyronitrile); methanesulfonamide; tri-n-butyl-tin hydride; sodium hydride; di(n-butyl)tin oxide; potassium carbonate; toluene-4-sulfonic acid; acetic acid; potassium hexacyanoferrate(III);
AD-mix-α; potassium dioxotetrahydroxoosmate(VI);
In
tetrahydrofuran; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
2.1: Sharpless asymmetric dihydroxylation / 4.2: Stile cross-coupling reaction;
DOI:10.1055/s-2001-16056
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 72 percent / MeSO2NH2; aq. K2CO3; K3Fe(CN)6 / K2OsO2(OH)4; AD-mix α / 2-methyl-propan-2-ol
2.1: 94 percent / p-TsOH / tetrahydrofuran / 16 h / 23 °C
3.1: Bu3SnH; AIBN / toluene / 5 h / 100 °C
3.2: LiCl; 2,6-di-tert-butyl-4-methylphenol / Pd(PPh3)2Cl2 / dimethylformamide / 18 h / 100 °C
4.1: 90 percent / aq. AcOH / 18 h / 23 °C
5.1: nBu2SnO / toluene / 6 h / 120 °C
5.2: CsF / dimethylformamide / 18 h / 23 °C
With
2,2'-azobis(isobutyronitrile); methanesulfonamide; tri-n-butyl-tin hydride; di(n-butyl)tin oxide; potassium carbonate; toluene-4-sulfonic acid; acetic acid; potassium hexacyanoferrate(III);
AD-mix-α; potassium dioxotetrahydroxoosmate(VI);
In
tetrahydrofuran; toluene; tert-butyl alcohol;
1.1: Sharpless asymmetric dihydroxylation / 3.2: Stile cross-coupling reaction;
DOI:10.1055/s-2001-16056