Technology Process of (4S,6S)-4-benzyloxy-6-benzyloxymethyl-2-<(3S,4R)-4-hydroxy-3-methylhex-1-ynyl>-2-methoxy-tetrahydropyran
There total 5 articles about (4S,6S)-4-benzyloxy-6-benzyloxymethyl-2-<(3S,4R)-4-hydroxy-3-methylhex-1-ynyl>-2-methoxy-tetrahydropyran which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: H2 / 5percent Pd-CaCO3-Pb / methanol
2: 59 percent / Ti(OiPr)4, (+)-DIPT, tBuOOH / CH2Cl2 / -20 °C
3: 1.) EDA omplex, 2.) sodium periodate / 1.) DMSO, RT, 6 d, 2.) water
4: 93 percent / pyridine / CH2Cl2 / 0 °C
5: 80 percent / CSA / CH2Cl2 / 1.5 h / Ambient temperature
6: 1.) lithium triethylborohydride, 2.) 30percent H2O2, NaOH / 1.) THF, 0 deg C, RT, 5 h, 2.) water, 0 deg C, 0.5 h
With
pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; sodium periodate; L-(+)-diisopropyl tartrate; EDA omplex; camphor-10-sulfonic acid; hydrogen; dihydrogen peroxide; lithium triethylborohydride;
palladium on calcium fluoride poisoned with lead;
In
methanol; dichloromethane;
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 59 percent / Ti(OiPr)4, (+)-DIPT, tBuOOH / CH2Cl2 / -20 °C
2: 1.) EDA omplex, 2.) sodium periodate / 1.) DMSO, RT, 6 d, 2.) water
3: 93 percent / pyridine / CH2Cl2 / 0 °C
4: 80 percent / CSA / CH2Cl2 / 1.5 h / Ambient temperature
5: 1.) lithium triethylborohydride, 2.) 30percent H2O2, NaOH / 1.) THF, 0 deg C, RT, 5 h, 2.) water, 0 deg C, 0.5 h
With
pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; sodium periodate; L-(+)-diisopropyl tartrate; EDA omplex; camphor-10-sulfonic acid; dihydrogen peroxide; lithium triethylborohydride;
In
dichloromethane;
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) EDA omplex, 2.) sodium periodate / 1.) DMSO, RT, 6 d, 2.) water
2: 93 percent / pyridine / CH2Cl2 / 0 °C
3: 80 percent / CSA / CH2Cl2 / 1.5 h / Ambient temperature
4: 1.) lithium triethylborohydride, 2.) 30percent H2O2, NaOH / 1.) THF, 0 deg C, RT, 5 h, 2.) water, 0 deg C, 0.5 h
With
pyridine; sodium hydroxide; sodium periodate; EDA omplex; camphor-10-sulfonic acid; dihydrogen peroxide; lithium triethylborohydride;
In
dichloromethane;
