Technology Process of 5-[1-azido-5-benzyloxy-(1S)-pentyl]-2,2-dimethyl-(4S,5S)-1,3-dioxolan-4-ylmethanol
There total 10 articles about 5-[1-azido-5-benzyloxy-(1S)-pentyl]-2,2-dimethyl-(4S,5S)-1,3-dioxolan-4-ylmethanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium tetrahydroborate; sodium hydrogencarbonate;
In
dichloromethane;
at 0 ℃;
for 0.333333h;
DOI:10.1016/j.tetasy.2003.12.017
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: LDA / hexane; tetrahydrofuran / 1 h / -78 °C
1.2: 70 percent / tetrahydrofuran; hexane / 3 h / -78 °C
2.1: 91 percent / ZnCl2; DIBAL-H / tetrahydrofuran; toluene / 0.67 h / -78 °C
3.1: 85 percent / H2O; N-bromosuccinimide / toluene / 0.25 h / 20 °C
4.1: 83 percent / K2CO3 / methanol / 1.75 h / 0 - 20 °C
5.1: 85 percent / NH4Cl; NaN3 / methanol; H2O / 6 h / Heating
6.1: 87 percent / CSA / acetone / 1 h / 20 °C
7.1: Et3N / CH2Cl2 / 0.25 h / 0 °C
8.1: 0.50 g / NaBH4; aq. NaHCO3 / CH2Cl2 / 0.33 h / 0 °C
With
sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; camphor-10-sulfonic acid; water; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; ammonium chloride; triethylamine; zinc(II) chloride; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone; toluene;
8.1: Pummerer reaction;
DOI:10.1016/j.tetasy.2003.12.017
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 80 percent / NaH
2.1: 80 percent / PCC
3.1: LDA / hexane; tetrahydrofuran / 1 h / -78 °C
3.2: 70 percent / tetrahydrofuran; hexane / 3 h / -78 °C
4.1: 91 percent / ZnCl2; DIBAL-H / tetrahydrofuran; toluene / 0.67 h / -78 °C
5.1: 85 percent / H2O; N-bromosuccinimide / toluene / 0.25 h / 20 °C
6.1: 83 percent / K2CO3 / methanol / 1.75 h / 0 - 20 °C
7.1: 85 percent / NH4Cl; NaN3 / methanol; H2O / 6 h / Heating
8.1: 87 percent / CSA / acetone / 1 h / 20 °C
9.1: Et3N / CH2Cl2 / 0.25 h / 0 °C
10.1: 0.50 g / NaBH4; aq. NaHCO3 / CH2Cl2 / 0.33 h / 0 °C
With
sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; camphor-10-sulfonic acid; water; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; ammonium chloride; triethylamine; pyridinium chlorochromate; zinc(II) chloride; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone; toluene;
10.1: Pummerer reaction;
DOI:10.1016/j.tetasy.2003.12.017
![Trifluoro-acetic acid [(4R,5S)-5-((S)-1-azido-5-benzyloxy-pentyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-p-tolylsulfanyl-methyl ester](/Databaselist/images/loading.webp)
