Technology Process of (2S,3S,4S,5R)-4-Benzyloxymethyl-1,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hexan-3-ol
There total 9 articles about (2S,3S,4S,5R)-4-Benzyloxymethyl-1,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hexan-3-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
dmap; triethylamine;
In
dichloromethane;
DOI:10.1039/a907922j
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 70 percent / HMPA; LDA / -78 °C
2: 90 percent / imidazole / dimethylformamide
3: 86 percent / DIBAL-H / diethyl ether / -78 °C
4: (COCl)2; Et3N; DMSO / CH2Cl2 / -65 - -55 °C
5: LiCl; i-Pr2NEt / acetonitrile
6: 95 percent / DIBAL-H / diethyl ether / -78 °C
7: 76.5 percent / Ti(O-i-Pr)4; D-(-)-diisopropyl tartrate; t-BuOOH
8: 72.4 percent / diethyl ether / -20 - 0 °C
9: 84.4 percent / Et3N; DMAP / CH2Cl2
With
1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; oxalyl dichloride; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; lithium diisopropyl amide;
In
diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
1: Alkylation / 2: Substitution / 3: Reduction / 4: Oxidation / 5: Condensation / 6: Reduction / 7: Epoxidation / 8: Ring cleavage / 9: Substitution;
DOI:10.1039/a907922j
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 90 percent / imidazole / dimethylformamide
2: 86 percent / DIBAL-H / diethyl ether / -78 °C
3: (COCl)2; Et3N; DMSO / CH2Cl2 / -65 - -55 °C
4: LiCl; i-Pr2NEt / acetonitrile
5: 95 percent / DIBAL-H / diethyl ether / -78 °C
6: 76.5 percent / Ti(O-i-Pr)4; D-(-)-diisopropyl tartrate; t-BuOOH
7: 72.4 percent / diethyl ether / -20 - 0 °C
8: 84.4 percent / Et3N; DMAP / CH2Cl2
With
1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; oxalyl dichloride; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride;
In
diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
1: Substitution / 2: Reduction / 3: Oxidation / 4: Condensation / 5: Reduction / 6: Epoxidation / 7: Ring cleavage / 8: Substitution;
DOI:10.1039/a907922j
