Technology Process of (1R,2S,3R,4R,5S,6S)-3,4-Bis-benzyloxy-2,6-bis-benzyloxymethoxy-5-(4-methoxy-benzyloxy)-cyclohexanol
There total 10 articles about (1R,2S,3R,4R,5S,6S)-3,4-Bis-benzyloxy-2,6-bis-benzyloxymethoxy-5-(4-methoxy-benzyloxy)-cyclohexanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: NaH / dimethylformamide / 5 h / Ambient temperature
2: 95 percent / lithium aluminum hydride, aluminum chloride / diethyl ether; CH2Cl2 / 3 h / 0 °C
3: 1.) (COCl)2, DMSO; 2.) Et3N / CH2Cl2 / 0.5 h / -78 °C
4: K2CO3 / acetonitrile / 20 h / Ambient temperature
5: 75 percent / mercuric acetate, aq. NaCl / acetone / 20 h / Ambient temperature
6: 63 percent / sodium triacetoxy borohydride / acetic acid; acetonitrile / 1 h / Ambient temperature
7: H(1+)Sponge, Bu4NI / acetonitrile / 48 h / 40 °C
8: NaOH / tetrahydrofuran; H2O / 16 h / Ambient temperature
With
sodium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; oxalyl dichloride; mercury(II) diacetate; hydrogen cation; tetra-(n-butyl)ammonium iodide; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; sodium chloride;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/S0040-4039(98)00737-0
- Guidance literature:
-
Multi-step reaction with 9 steps
1: p-toluenesulfonic acid / dimethylformamide / 6 h / 65 °C
2: NaH / dimethylformamide / 5 h / Ambient temperature
3: 95 percent / lithium aluminum hydride, aluminum chloride / diethyl ether; CH2Cl2 / 3 h / 0 °C
4: 1.) (COCl)2, DMSO; 2.) Et3N / CH2Cl2 / 0.5 h / -78 °C
5: K2CO3 / acetonitrile / 20 h / Ambient temperature
6: 75 percent / mercuric acetate, aq. NaCl / acetone / 20 h / Ambient temperature
7: 63 percent / sodium triacetoxy borohydride / acetic acid; acetonitrile / 1 h / Ambient temperature
8: H(1+)Sponge, Bu4NI / acetonitrile / 48 h / 40 °C
9: NaOH / tetrahydrofuran; H2O / 16 h / Ambient temperature
With
sodium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; oxalyl dichloride; mercury(II) diacetate; hydrogen cation; tetra-(n-butyl)ammonium iodide; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; sodium chloride;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/S0040-4039(98)00737-0