Technology Process of (3S,6R)-6,7-dihydroxy-3,7-dimethyloctyl acetate
There total 1 articles about (3S,6R)-6,7-dihydroxy-3,7-dimethyloctyl acetate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
ruthenium tetroxide;
In
water; acetone;
at -70 ℃;
for 0.166667h;
- Guidance literature:
-
Multi-step reaction with 17 steps
1: PPTS / CH2Cl2
2: K2CO3, MeOH
3: NaH, Bu4NI / tetrahydrofuran
4: 83 percent / n-BuLi / tetrahydrofuran / -78 - 0 °C
5: 1) AD-mix-α, 2) DMAP, DCC / 1) H2O, t-BuOH, 0 deg C, 2) CH2Cl2
6: CF3SO3H / tetrahydrofuran
7: 2 M NaOH / ethanol
8: CBr4, PPh3 / CH2Cl2
9: n-BuLi / tetrahydrofuran / -30 °C
10: PPTS, MeOH
11: DMAP / pyridine
12: K2CO3 / methanol
13: (i-PrO)3Al / toluene / 120 °C
14: Et3N, DMAP / CH2Cl2
15: 1) 9-BBN, 2) H2O2, 2 M NaOH / 1) THF, -78 to 50 deg C, 2) THF
16: LiAlH4 / tetrahydrofuran
17: Et3N, DMAP / CH2Cl2
With
methanol; dmap; sodium hydroxide; AD-mix-α; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; carbon tetrabromide; trifluorormethanesulfonic acid; dihydrogen peroxide; pyridinium p-toluenesulfonate; aluminum isopropoxide; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine;
In
tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; toluene;
DOI:10.1246/cl.1997.117
- Guidance literature:
-
Multi-step reaction with 18 steps
1: PPTS / CH2Cl2
2: K2CO3, MeOH
3: NaH, Bu4NI / tetrahydrofuran
4: 83 percent / n-BuLi / tetrahydrofuran / -78 - 0 °C
5: 1) AD-mix-α, 2) DMAP, DCC / 1) H2O, t-BuOH, 0 deg C, 2) CH2Cl2
6: CF3SO3H / tetrahydrofuran
7: 2 M NaOH / ethanol
8: CBr4, PPh3 / CH2Cl2
9: n-BuLi / tetrahydrofuran / -30 °C
10: PPTS, MeOH
11: DMAP / pyridine
12: K2CO3 / methanol
13: (i-PrO)3Al / toluene / 120 °C
14: Et3N, DMAP / CH2Cl2
15: 1) 9-BBN, 2) H2O2, 2 M NaOH / 1) THF, -78 to 50 deg C, 2) THF
16: LiAlH4 / tetrahydrofuran
17: Et3N, DMAP / CH2Cl2
18: Et3N, DMAP / CH2Cl2
With
methanol; dmap; sodium hydroxide; AD-mix-α; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; carbon tetrabromide; trifluorormethanesulfonic acid; dihydrogen peroxide; pyridinium p-toluenesulfonate; aluminum isopropoxide; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide; triphenylphosphine;
In
tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; toluene;
DOI:10.1246/cl.1997.117
