Technology Process of {2-[(4R,5R,6S)-6-((S)-4-Benzyloxy-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-diphenyl-silane
There total 16 articles about {2-[(4R,5R,6S)-6-((S)-4-Benzyloxy-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-ethoxy}-tert-butyl-diphenyl-silane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: 92 percent / NaHMDS / tetrahydrofuran; dimethylformamide / 1.5 h / 0 °C
2.1: 98 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C
3.1: (COCl)2; DMSO; Et3N / CH2Cl2 / 1 h / -78 - 0 °C
4.1: CH2Cl2 / 3 h / 0 - 20 °C
5.1: 62 percent / LiCl; NaBH4 / ethanol; tetrahydrofuran / 72 h / 20 °C
6.1: (COCl)2; DMSO; Et3N / CH2Cl2 / 1 h / -78 - 0 °C
7.1: n-BuLi / tetrahydrofuran; CH2Cl2 / 0.5 h / -78 - 0 °C
7.2: tetrahydrofuran / 1 h / -78 - 0 °C
8.1: 62 percent / NaBH4 / methanol / 2 h / 0 - 20 °C
9.1: Ti(OiPr)4; (+)-DIPT; 4A MS / TBHP / CH2Cl2 / 0.67 h / -23 °C
10.1: mCPBA / CH2Cl2 / 0.75 h / 0 - 20 °C
11.1: 60 percent / Zn; ZnCl2 / cp2TiCl2 / tetrahydrofuran / 6 h / -20 - 20 °C
12.1: 94 percent / CSA / CH2Cl2 / 0.75 h / 0 - 20 °C
With
titanium(IV) isopropylate; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; L-(+)-diisopropyl tartrate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium chloride; zinc(II) chloride; zinc;
tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
3.1: Swern oxidation / 6.1: Swern oxidation / 7.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetlet.2004.08.099
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: (COCl)2; DMSO; Et3N / CH2Cl2
1.2: NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol
1.3: 82 percent / diethyl ether
2.1: 62 percent / BuLi / tetrahydrofuran
3.1: n-BuLi / tetrahydrofuran; CH2Cl2 / 0.5 h / -78 - 0 °C
3.2: tetrahydrofuran / 1 h / -78 - 0 °C
4.1: 62 percent / NaBH4 / methanol / 2 h / 0 - 20 °C
5.1: Ti(OiPr)4; (+)-DIPT; 4A MS / TBHP / CH2Cl2 / 0.67 h / -23 °C
6.1: mCPBA / CH2Cl2 / 0.75 h / 0 - 20 °C
7.1: 60 percent / Zn; ZnCl2 / cp2TiCl2 / tetrahydrofuran / 6 h / -20 - 20 °C
8.1: 94 percent / CSA / CH2Cl2 / 0.75 h / 0 - 20 °C
With
titanium(IV) isopropylate; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; L-(+)-diisopropyl tartrate; camphor-10-sulfonic acid; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc(II) chloride; zinc;
tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride;
In
tetrahydrofuran; methanol; dichloromethane;
3.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetlet.2004.08.099
