Technology Process of (2R,3R,4S,5R,6R)-7-Benzyloxy-2-((R)-1-benzyloxymethoxy-propyl)-4,6-dimethyl-heptane-1,3,5-triol
There total 12 articles about (2R,3R,4S,5R,6R)-7-Benzyloxy-2-((R)-1-benzyloxymethoxy-propyl)-4,6-dimethyl-heptane-1,3,5-triol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 84 percent / diethyl ether / -30 °C
2: NaH / tetrahydrofuran / Heating
3: DMAP, DCC
4: O3, Me2S / methanol; CH2Cl2 / -78 °C
5: diethyl ether / -78 °C
6: 88 percent / CF3CO2H / benzene / Heating
8: 1.) BH3*THF, 2.) H2O2 / 1.) THF, -78 deg C to 0 deg C, 2.) aq. NaOH
9: i-Pr2NEt / CH2Cl2
10: 1.) n-PrSLi / 1.) HMPA, 25 deg C, 2.) THF-HOAc, 25 deg C
11: 1.) LiBH4, 2.) n-Bu4NF / 1.) THF, 25 deg C, 2.) THF
With
dmap; lithium borohydride; borane-THF; dimethylsulfide; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; lithium n-propylmercaptide; ozone; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4039(00)95562-X
- Guidance literature:
-
Multi-step reaction with 10 steps
1: NaH / tetrahydrofuran / Heating
2: DMAP, DCC
3: O3, Me2S / methanol; CH2Cl2 / -78 °C
4: diethyl ether / -78 °C
5: 88 percent / CF3CO2H / benzene / Heating
7: 1.) BH3*THF, 2.) H2O2 / 1.) THF, -78 deg C to 0 deg C, 2.) aq. NaOH
8: i-Pr2NEt / CH2Cl2
9: 1.) n-PrSLi / 1.) HMPA, 25 deg C, 2.) THF-HOAc, 25 deg C
10: 1.) LiBH4, 2.) n-Bu4NF / 1.) THF, 25 deg C, 2.) THF
With
dmap; lithium borohydride; borane-THF; dimethylsulfide; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; lithium n-propylmercaptide; ozone; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4039(00)95562-X
- Guidance literature:
-
Multi-step reaction with 9 steps
1: DMAP, DCC
2: O3, Me2S / methanol; CH2Cl2 / -78 °C
3: diethyl ether / -78 °C
4: 88 percent / CF3CO2H / benzene / Heating
6: 1.) BH3*THF, 2.) H2O2 / 1.) THF, -78 deg C to 0 deg C, 2.) aq. NaOH
7: i-Pr2NEt / CH2Cl2
8: 1.) n-PrSLi / 1.) HMPA, 25 deg C, 2.) THF-HOAc, 25 deg C
9: 1.) LiBH4, 2.) n-Bu4NF / 1.) THF, 25 deg C, 2.) THF
With
dmap; lithium borohydride; borane-THF; dimethylsulfide; tetrabutyl ammonium fluoride; dihydrogen peroxide; lithium n-propylmercaptide; ozone; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid;
In
methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4039(00)95562-X