Technology Process of 3-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-5-methyl-hex-5-enoic acid ethyl ester
There total 36 articles about 3-[(4S,5S,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-5-methyl-hex-5-enoic acid ethyl ester which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 16 steps
1: pyridine
2: aq. H2SO4
3: 1.) (EtO)3CH / 2.) heating
4: K2CO3, MeOH
5: pyridine
6: tetrahydrofuran / 48 h / 25 °C
7: 1.) Dibal, 2.) H2SO4 / 1.) CH2Cl2, -78 deg C, 0.5 h, 2.) 25 deg C , 0.5 h
8: LiAlH4 / diethyl ether / 0.5 h / 0 °C
9: Et3N / CH2Cl2 / -20 °C
10: LiAlH4 / tetrahydrofuran / 0.5 h / 60 °C
11: 1.) diisoamylborane, 2.) NaOH, 30percent H2O2 / 1.) THF, 25 deg C, 1 h
12: KH / tetrahydrofuran / 25 °C
13: Amberlite IR-120 / H2O / 8 h / 90 °C
14: toluene / 48 h / 25 °C
15: camphorsulfonic acid / benzene / 0.5 h / 60 °C
With
pyridine; methanol; sodium hydroxide; lithium aluminium tetrahydride; Amberlite IR-120; diisoamyl borane; sulfuric acid; camphor-10-sulfonic acid; dihydrogen peroxide; potassium hydride; diisobutylaluminium hydride; potassium carbonate; triethylamine; orthoformic acid triethyl ester;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; toluene; benzene;
DOI:10.1021/ja00371a043
- Guidance literature:
-
Multi-step reaction with 16 steps
1: pyridine
2: aq. H2SO4
3: 1.) (EtO)3CH / 2.) heating
4: K2CO3, MeOH
5: pyridine
6: tetrahydrofuran / 48 h / 25 °C
7: 1.) Dibal, 2.) H2SO4 / 1.) CH2Cl2, -78 deg C, 0.5 h, 2.) 25 deg C , 0.5 h
8: LiAlH4 / diethyl ether / 0.5 h / 0 °C
9: Et3N / CH2Cl2 / -20 °C
10: LiAlH4 / tetrahydrofuran / 0.5 h / 60 °C
11: 1.) diisoamylborane, 2.) NaOH, 30percent H2O2 / 1.) THF, 25 deg C, 1 h
12: KH / tetrahydrofuran / 25 °C
13: Amberlite IR-120 / H2O / 8 h / 90 °C
14: toluene / 48 h / 25 °C
15: camphorsulfonic acid / benzene / 0.5 h / 60 °C
With
pyridine; methanol; sodium hydroxide; lithium aluminium tetrahydride; Amberlite IR-120; diisoamyl borane; sulfuric acid; camphor-10-sulfonic acid; dihydrogen peroxide; potassium hydride; diisobutylaluminium hydride; potassium carbonate; triethylamine; orthoformic acid triethyl ester;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; toluene; benzene;
DOI:10.1021/ja00371a043
- Guidance literature:
-
Multi-step reaction with 17 steps
1: NaBH4
2: pyridine
3: aq. H2SO4
4: 1.) (EtO)3CH / 2.) heating
5: K2CO3, MeOH
6: pyridine
7: tetrahydrofuran / 48 h / 25 °C
8: 1.) Dibal, 2.) H2SO4 / 1.) CH2Cl2, -78 deg C, 0.5 h, 2.) 25 deg C , 0.5 h
9: LiAlH4 / diethyl ether / 0.5 h / 0 °C
10: Et3N / CH2Cl2 / -20 °C
11: LiAlH4 / tetrahydrofuran / 0.5 h / 60 °C
12: 1.) diisoamylborane, 2.) NaOH, 30percent H2O2 / 1.) THF, 25 deg C, 1 h
13: KH / tetrahydrofuran / 25 °C
14: Amberlite IR-120 / H2O / 8 h / 90 °C
15: toluene / 48 h / 25 °C
16: camphorsulfonic acid / benzene / 0.5 h / 60 °C
With
pyridine; methanol; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; Amberlite IR-120; diisoamyl borane; sulfuric acid; camphor-10-sulfonic acid; dihydrogen peroxide; potassium hydride; diisobutylaluminium hydride; potassium carbonate; triethylamine; orthoformic acid triethyl ester;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; toluene; benzene;
DOI:10.1021/ja00371a043
