Technology Process of (2S,5R)-2-(4-Methoxy-benzyloxy)-5-(tetrahydro-pyran-2-yloxy)-hexanal
There total 13 articles about (2S,5R)-2-(4-Methoxy-benzyloxy)-5-(tetrahydro-pyran-2-yloxy)-hexanal 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 13 steps
1: H2 / Pd-C / ethyl acetate
2: 80 percent / LAH / tetrahydrofuran / 0 °C
3: PDC / CH2Cl2 / 40 °C
4: 63 percent / benzene / 80 °C
5: 80 percent / DIBAL-H / CH2Cl2
6: 80 percent / TBHP, TIP / (+)DIPT / CH2Cl2 / -20 °C
7: 65 percent / Cp2TiCl2, Zn, ZnCl2 / tetrahydrofuran
8: NaH / tetrahydrofuran
9: PTSA / methanol
10: 79 percent / NaH, TsCl / tetrahydrofuran / 0 °C
11: 80 percent / LAH / diethyl ether
12: 95 percent / PTSA / CH2Cl2
13: 1.) O3, 2.) Ph3P / 1.) CH2Cl2, -78 deg C
With
tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; lithium aluminium tetrahydride; dipyridinium dichromate; hydrogen; sodium hydride; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; toluene-4-sulfonic acid; ozone; p-toluenesulfonyl chloride; triphenylphosphine; zinc(II) chloride; zinc;
palladium on activated charcoal; L-(+)-diisopropyl tartrate;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; benzene;
DOI:10.1016/0040-4039(94)02195-H
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 80 percent / LAH / tetrahydrofuran / 0 °C
2: PDC / CH2Cl2 / 40 °C
3: 63 percent / benzene / 80 °C
4: 80 percent / DIBAL-H / CH2Cl2
5: 80 percent / TBHP, TIP / (+)DIPT / CH2Cl2 / -20 °C
6: 65 percent / Cp2TiCl2, Zn, ZnCl2 / tetrahydrofuran
7: NaH / tetrahydrofuran
8: PTSA / methanol
9: 79 percent / NaH, TsCl / tetrahydrofuran / 0 °C
10: 80 percent / LAH / diethyl ether
11: 95 percent / PTSA / CH2Cl2
12: 1.) O3, 2.) Ph3P / 1.) CH2Cl2, -78 deg C
With
tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; lithium aluminium tetrahydride; dipyridinium dichromate; sodium hydride; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; toluene-4-sulfonic acid; ozone; p-toluenesulfonyl chloride; triphenylphosphine; zinc(II) chloride; zinc;
L-(+)-diisopropyl tartrate;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1016/0040-4039(94)02195-H
- Guidance literature:
-
Multi-step reaction with 11 steps
1: PDC / CH2Cl2 / 40 °C
2: 63 percent / benzene / 80 °C
3: 80 percent / DIBAL-H / CH2Cl2
4: 80 percent / TBHP, TIP / (+)DIPT / CH2Cl2 / -20 °C
5: 65 percent / Cp2TiCl2, Zn, ZnCl2 / tetrahydrofuran
6: NaH / tetrahydrofuran
7: PTSA / methanol
8: 79 percent / NaH, TsCl / tetrahydrofuran / 0 °C
9: 80 percent / LAH / diethyl ether
10: 95 percent / PTSA / CH2Cl2
11: 1.) O3, 2.) Ph3P / 1.) CH2Cl2, -78 deg C
With
tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; lithium aluminium tetrahydride; dipyridinium dichromate; sodium hydride; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; toluene-4-sulfonic acid; ozone; p-toluenesulfonyl chloride; triphenylphosphine; zinc(II) chloride; zinc;
L-(+)-diisopropyl tartrate;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;
DOI:10.1016/0040-4039(94)02195-H
