Technology Process of 1-Methoxy-4-((1S,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyloxymethyl)-benzene
There total 11 articles about 1-Methoxy-4-((1S,4S,5R,6R)-4,5,6-tris-benzyloxymethoxy-cyclohex-2-enyloxymethyl)-benzene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tetra-(n-butyl)ammonium iodide; sodium hydride;
In
N,N-dimethyl-formamide;
DOI:10.1021/ol015733i
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: HCl / methanol; tetrahydrofuran
2.1: pyridine
3.1: m-CPBA / pyridine
4.1: BF3*OEt2 / toluene
4.2: 76 percent / p-TsOH / CH2Cl2 / 72 h / 20 °C
5.1: 89 percent / Huenig base; TBAI / 1,2-dichloro-ethane
6.1: Zn; AcOH / methanol
7.1: Huenig base; TBAI / 1,2-dichloro-ethane
8.1: 92 percent / NaHCO3 / diphenyl ether / Heating
9.1: 92 percent / DIBAL / CH2Cl2
10.1: 98 percent / DIAD; PPh3
11.1: 100 percent / NaOMe
12.1: 78 percent / NaH; TBAI / dimethylformamide
With
hydrogenchloride; di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; zinc;
In
tetrahydrofuran; pyridine; methanol; diphenylether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
10.1: Mitsunobu reaction;
DOI:10.1021/ol015733i
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: pyridine
2.1: m-CPBA / pyridine
3.1: BF3*OEt2 / toluene
3.2: 76 percent / p-TsOH / CH2Cl2 / 72 h / 20 °C
4.1: 89 percent / Huenig base; TBAI / 1,2-dichloro-ethane
5.1: Zn; AcOH / methanol
6.1: Huenig base; TBAI / 1,2-dichloro-ethane
7.1: 92 percent / NaHCO3 / diphenyl ether / Heating
8.1: 92 percent / DIBAL / CH2Cl2
9.1: 98 percent / DIAD; PPh3
10.1: 100 percent / NaOMe
11.1: 78 percent / NaH; TBAI / dimethylformamide
With
di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; zinc;
In
pyridine; methanol; diphenylether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
9.1: Mitsunobu reaction;
DOI:10.1021/ol015733i
