Technology Process of (S)-6-[(2S,3S)-2-Methoxy-4-(4-methoxy-benzyloxy)-3-methyl-butyl]-5,6-dihydro-pyran-2-one
There total 14 articles about (S)-6-[(2S,3S)-2-Methoxy-4-(4-methoxy-benzyloxy)-3-methyl-butyl]-5,6-dihydro-pyran-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) (-)-β-methoxydiisopinocampheylborane, 3.) 3N aq. NaOH, 30percent aq. H2O2
2: 1.) n-BuLi, 3.) I2
3: K2CO3 / methanol / 4 h / Ambient temperature
4: 1.) NaH / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 8 h
5: 1.) DMPU, n-BuLi, 3.) TsOH, 4.) Et3N, DBU
With
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hydroxide; n-butyllithium; dihydrogen peroxide; iodine; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; (-)-B-methoxydiisopinocampheylborane;
In
methanol;
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 95 percent / CSA / CH2Cl2 / 18 h / Ambient temperature
2: 85 percent / Dibal-H / CH2Cl2 / 1 h / -78 °C
3: 1.) (-)-β-methoxydiisopinocampheylborane, 3.) 3N aq. NaOH, 30percent aq. H2O2
4: 1.) n-BuLi, 3.) I2
5: K2CO3 / methanol / 4 h / Ambient temperature
6: 1.) NaH / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 8 h
7: 1.) DMPU, n-BuLi, 3.) TsOH, 4.) Et3N, DBU
With
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hydroxide; n-butyllithium; camphor-10-sulfonic acid; dihydrogen peroxide; iodine; sodium hydride; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; (-)-B-methoxydiisopinocampheylborane;
In
methanol; dichloromethane;
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 85 percent / Dibal-H / CH2Cl2 / 1 h / -78 °C
2: 1.) (-)-β-methoxydiisopinocampheylborane, 3.) 3N aq. NaOH, 30percent aq. H2O2
3: 1.) n-BuLi, 3.) I2
4: K2CO3 / methanol / 4 h / Ambient temperature
5: 1.) NaH / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 8 h
6: 1.) DMPU, n-BuLi, 3.) TsOH, 4.) Et3N, DBU
With
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hydroxide; n-butyllithium; dihydrogen peroxide; iodine; sodium hydride; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; (-)-B-methoxydiisopinocampheylborane;
In
methanol; dichloromethane;