Technology Process of (3R,4S,5R,6S)-3,6-dibenzyloxy-7-hydroxy-4,5-(isopropylidenedioxy)heptanoic acid
There total 9 articles about (3R,4S,5R,6S)-3,6-dibenzyloxy-7-hydroxy-4,5-(isopropylidenedioxy)heptanoic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium tetrahydroborate;
In
methanol;
at 20 ℃;
for 1h;
DOI:10.1021/ol027192i
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 94 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran; various solvent(s) / 8 h / Heating
2.1: 68 percent / osmium tetroxide; N-methylmorpholine N-oxide / tetrahydrofuran; H2O / 2 h / 20 °C
3.1: 92 percent / p-toluenesulfonic acid monohydrate / 2 h / 20 °C
4.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / Heating
5.1: 94 percent / pyridinium chlorochromate; sodium acetate; molecular sieves 4 Angstroem / CH2Cl2 / 2.5 h / 20 °C
6.1: (S,S')-α,α'-dimethyldibenzylamine hydrochloride; n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C
7.1: ozone / methanol; CH2Cl2 / 0.5 h / -78 °C
7.2: triphenylphosphine / methanol; CH2Cl2 / -78 - 20 °C
8.1: 1.0 g / sodium borohydride / methanol / 1 h / 20 °C
With
sodium tetrahydroborate; osmium(VIII) oxide; n-butyllithium; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; hydrochloride salt of (1S,1'S)-bis(1-phenylethyl)amine; toluene-4-sulfonic acid; ozone; 4-methylmorpholine N-oxide; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1021/ol027192i
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 94 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran; various solvent(s) / 8 h / Heating
2.1: 68 percent / osmium tetroxide; N-methylmorpholine N-oxide / tetrahydrofuran; H2O / 2 h / 20 °C
3.1: 92 percent / p-toluenesulfonic acid monohydrate / 2 h / 20 °C
4.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h / Heating
5.1: 94 percent / pyridinium chlorochromate; sodium acetate; molecular sieves 4 Angstroem / CH2Cl2 / 2.5 h / 20 °C
6.1: (S,S')-α,α'-dimethyldibenzylamine hydrochloride; n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C
7.1: ozone / methanol; CH2Cl2 / 0.5 h / -78 °C
7.2: triphenylphosphine / methanol; CH2Cl2 / -78 - 20 °C
8.1: 1.0 g / sodium borohydride / methanol / 1 h / 20 °C
With
sodium tetrahydroborate; osmium(VIII) oxide; n-butyllithium; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; hydrochloride salt of (1S,1'S)-bis(1-phenylethyl)amine; toluene-4-sulfonic acid; ozone; 4-methylmorpholine N-oxide; pyridinium chlorochromate;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1021/ol027192i
![(R)-3-Benzyloxy-3-[(4S,5S)-5-((R)-1-benzyloxy-2-oxo-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-propionic acid](/Databaselist/images/loading.webp)
