Technology Process of 2,2-dimethylpropionic acid (2S,3R,4R)-4-benzyloxymethoxy-2-(tert-butyldimethylsilanyloxy)-3,5-dimethylhexyl ester
There total 11 articles about 2,2-dimethylpropionic acid (2S,3R,4R)-4-benzyloxymethoxy-2-(tert-butyldimethylsilanyloxy)-3,5-dimethylhexyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
dmap;
In
dichloromethane;
at 0 ℃;
for 12h;
DOI:10.1021/ja011452u
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: NaNO2; aq. H2SO4
2.1: 85 percent / iPr2NEt / CH2Cl2 / 52 h / 20 °C
3.1: 87 percent / DIBAL-H / tetrahydrofuran / 3 h / 0 °C
4.1: oxalyl chloride; DMSO; diisopropylethylamine / CH2Cl2 / -55 - 130 °C
5.1: 7.0 g / CH2Cl2 / 14 h / 20 °C
6.1: 90 percent / TMSCl / tetrahydrofuran; diethyl ether / 3.5 h / -78 °C
7.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C
7.2: 80 percent / trans-2-phenyl-sulfonyl-3-phenyloxaziridine / tetrahydrofuran; toluene / 3 h / -78 °C
8.1: 94 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 °C
9.1: 86 percent / DIBAL-H / toluene; tetrahydrofuran / 1 h / 0 °C
10.1: 88 percent / DMAP / CH2Cl2 / 12 h / 0 °C
With
2,6-dimethylpyridine; dmap; chloro-trimethyl-silane; oxalyl dichloride; sulfuric acid; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; sodium nitrite;
In
tetrahydrofuran; diethyl ether; dichloromethane; toluene;
5.1: Swern oxidation;
DOI:10.1021/ja011452u
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 85 percent / iPr2NEt / CH2Cl2 / 52 h / 20 °C
2.1: 87 percent / DIBAL-H / tetrahydrofuran / 3 h / 0 °C
3.1: oxalyl chloride; DMSO; diisopropylethylamine / CH2Cl2 / -55 - 130 °C
4.1: 7.0 g / CH2Cl2 / 14 h / 20 °C
5.1: 90 percent / TMSCl / tetrahydrofuran; diethyl ether / 3.5 h / -78 °C
6.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C
6.2: 80 percent / trans-2-phenyl-sulfonyl-3-phenyloxaziridine / tetrahydrofuran; toluene / 3 h / -78 °C
7.1: 94 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 °C
8.1: 86 percent / DIBAL-H / toluene; tetrahydrofuran / 1 h / 0 °C
9.1: 88 percent / DMAP / CH2Cl2 / 12 h / 0 °C
With
2,6-dimethylpyridine; dmap; chloro-trimethyl-silane; oxalyl dichloride; potassium hexamethylsilazane; diisobutylaluminium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; toluene;
4.1: Swern oxidation;
DOI:10.1021/ja011452u
