Technology Process of (3R,4R,5R)-4,5-Bis-benzyloxy-5-((2S,5R)-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3-methyl-pentanal
There total 11 articles about (3R,4R,5R)-4,5-Bis-benzyloxy-5-((2S,5R)-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3-methyl-pentanal 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 10 steps
1: 94 percent / NaH / dimethylformamide / 3 h / 20 °C
2: 86 percent / Amberlyst IR 120 / 9 h / Heating
3: 92 percent / IBX / dimethylsulfoxide / 3 h / 20 °C
4: 78 percent / tetrahydrofuran; diethyl ether / 4 h / 20 °C
5: 92 percent / H2 / Pd-C / methanol / 0.33 h / 20 °C
6: 76 percent / AcOH / 4 h / 80 °C
7: 86 percent / tetrahydrofuran; diethyl ether / 4 h / 20 °C
8: 93 percent / NaH / dimethylformamide / 3 h / 20 °C
9: 90 percent / 9-BBN; NaOH; H2O2 / 5 h / 20 °C
10: 96 percent / Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
With
sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; Amberlyst IR 120; hydrogen; dihydrogen peroxide; sodium hydride; Dess-Martin periodane; acetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
4: Wittig reaction / 7: Wittig reaction;
DOI:10.1016/j.tetlet.2004.08.143
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: HgCl2 / H2O / 1 h / 20 °C
1.2: O2; NaBH4 / dimethylformamide / 4 h / 20 °C
2.1: 94 percent / NaH / dimethylformamide / 3 h / 20 °C
3.1: 86 percent / Amberlyst IR 120 / 9 h / Heating
4.1: 92 percent / IBX / dimethylsulfoxide / 3 h / 20 °C
5.1: 78 percent / tetrahydrofuran; diethyl ether / 4 h / 20 °C
6.1: 92 percent / H2 / Pd-C / methanol / 0.33 h / 20 °C
7.1: 76 percent / AcOH / 4 h / 80 °C
8.1: 86 percent / tetrahydrofuran; diethyl ether / 4 h / 20 °C
9.1: 93 percent / NaH / dimethylformamide / 3 h / 20 °C
10.1: 90 percent / 9-BBN; NaOH; H2O2 / 5 h / 20 °C
11.1: 96 percent / Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
With
sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; Amberlyst IR 120; hydrogen; dihydrogen peroxide; sodium hydride; Dess-Martin periodane; acetic acid; mercury dichloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
5.1: Wittig reaction / 8.1: Wittig reaction;
DOI:10.1016/j.tetlet.2004.08.143
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 94 percent / NaH / dimethylformamide / 3 h / 20 °C
2: 86 percent / Amberlyst IR 120 / 9 h / Heating
3: 92 percent / IBX / dimethylsulfoxide / 3 h / 20 °C
4: 78 percent / tetrahydrofuran; diethyl ether / 4 h / 20 °C
5: 92 percent / H2 / Pd-C / methanol / 0.33 h / 20 °C
6: 76 percent / AcOH / 4 h / 80 °C
7: 86 percent / tetrahydrofuran; diethyl ether / 4 h / 20 °C
8: 93 percent / NaH / dimethylformamide / 3 h / 20 °C
9: 90 percent / 9-BBN; NaOH; H2O2 / 5 h / 20 °C
10: 96 percent / Dess-Martin periodinane / CH2Cl2 / 0.5 h / 20 °C
With
sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; Amberlyst IR 120; hydrogen; dihydrogen peroxide; sodium hydride; Dess-Martin periodane; acetic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
4: Wittig reaction / 7: Wittig reaction;
DOI:10.1016/j.tetlet.2004.08.143
