Technology Process of <1S-(1α,2α,3β,4β,5α,6β)>-3-Azido-5,6-bis(methoxymethoxy)cyclohexane-1,2,4-triol
There total 11 articles about <1S-(1α,2α,3β,4β,5α,6β)>-3-Azido-5,6-bis(methoxymethoxy)cyclohexane-1,2,4-triol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium azide; ammonium chloride;
In
N,N-dimethyl-formamide;
at 100 ℃;
for 13h;
DOI:10.1021/jo00124a023
- Guidance literature:
-
Multi-step reaction with 10 steps
1: P2O5 / CHCl3 / 1 h / 0 °C
2: NaI, n-Bu4NI, 4 Angstroem molecular sieves / dimethylsulfoxide / 2 h / 90 °C
3: DBU / dimethylsulfoxide / 20 h / 90 °C
4: 90 percent / NaOMe / methanol / 60 h / Heating
5: 86 percent / NaH / dimethylformamide / 1.) room temp., 30 min, 2.) room temp., 1 h
6: 2.) Ac2O / 1.) Hg(OCOCF3)2 / 1.) aq. acetone, room temp., 15 h, 2.) pyridine, room temp., 21 h
7: 86 percent / CeCl3*7H2O, NaBH4 / methanol / 0.5 h / 0 °C
8: 91 percent / m-CPBA / CH2Cl2 / 88 h / Ambient temperature
9: 86 percent / H2 / 20percent Pd(OH)2/C / methanol / 1 h / Ambient temperature
10: 86 percent / NaN3, NH4Cl / dimethylformamide / 13 h / 100 °C
With
sodium tetrahydroborate; sodium azide; cerium(III) chloride; 4 A molecular sieve; hydrogen; sodium methylate; phosphorus pentoxide; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; ammonium chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; sodium iodide;
palladium dihydroxide; mercury(II) trifluoroacetate;
In
methanol; dichloromethane; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo00124a023
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 91 percent / m-CPBA / CH2Cl2 / 88 h / Ambient temperature
2: 86 percent / H2 / 20percent Pd(OH)2/C / methanol / 1 h / Ambient temperature
3: 86 percent / NaN3, NH4Cl / dimethylformamide / 13 h / 100 °C
With
sodium azide; hydrogen; ammonium chloride; 3-chloro-benzenecarboperoxoic acid;
palladium dihydroxide;
In
methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00124a023
