Technology Process of ((1R,6R)-6-Benzyloxymethyl-4-oxo-6-vinyl-cyclohex-2-enyl)-acetic acid methyl ester
There total 8 articles about ((1R,6R)-6-Benzyloxymethyl-4-oxo-6-vinyl-cyclohex-2-enyl)-acetic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
toluene-4-sulfonic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
dimethyl sulfoxide; toluene;
at 65 ℃;
DOI:10.1055/s-2002-32603
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 95 percent / BuLi / tetrahydrofuran / -78 °C
2.1: 75 percent / PCC / CH2Cl2
3.1: CuBr*Me2S / tetrahydrofuran
3.2: HMPA; TMS-Cl / tetrahydrofuran / -78 °C
3.3: 92 percent / TBAF
4.1: 90 percent / aq. HCl / tetrahydrofuran
5.1: 84 percent / PCC / CH2Cl2
6.1: 99 percent / NaOMe / 0 °C
7.1: 78 percent / iodoxybenzoic acid; p-TsOH / dimethylsulfoxide; toluene / 65 °C
With
hydrogenchloride; n-butyllithium; copper(I) bromide dimethylsulfide complex; sodium methylate; toluene-4-sulfonic acid; pyridinium chlorochromate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene;
6.1: retro-Dickmann cleavage;
DOI:10.1055/s-2002-32603
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 95 percent / BuLi / tetrahydrofuran / -78 °C
2.1: 75 percent / PCC / CH2Cl2
3.1: CuBr*Me2S / tetrahydrofuran
3.2: HMPA; TMS-Cl / tetrahydrofuran / -78 °C
3.3: 92 percent / TBAF
4.1: 90 percent / aq. HCl / tetrahydrofuran
5.1: 84 percent / PCC / CH2Cl2
6.1: 99 percent / NaOMe / 0 °C
7.1: 78 percent / iodoxybenzoic acid; p-TsOH / dimethylsulfoxide; toluene / 65 °C
With
hydrogenchloride; n-butyllithium; copper(I) bromide dimethylsulfide complex; sodium methylate; toluene-4-sulfonic acid; pyridinium chlorochromate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene;
6.1: retro-Dickmann cleavage;
DOI:10.1055/s-2002-32603
