1,3-O-benzylidene-2,5-O-isopropylidene-4-O-(methoxymethyl)-D-glycero-D-mannoheptitol

Base Information

Chemical Name:1,3-O-benzylidene-2,5-O-isopropylidene-4-O-(methoxymethyl)-D-glycero-D-mannoheptitol
CAS No.:1228577-21-6
Molecular Formula:C₁₉H₂₈O₈
Molecular Weight:384.427
Hs Code.:

Synonyms:1,3-O-benzylidene-2,5-O-isopropylidene-4-O-(methoxymethyl)-D-glycero-D-mannoheptitol

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Chemical Property of 1,3-O-benzylidene-2,5-O-isopropylidene-4-O-(methoxymethyl)-D-glycero-D-mannoheptitol

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Technology Process of 1,3-O-benzylidene-2,5-O-isopropylidene-4-O-(methoxymethyl)-D-glycero-D-mannoheptitol

There total 8 articles about 1,3-O-benzylidene-2,5-O-isopropylidene-4-O-(methoxymethyl)-D-glycero-D-mannoheptitol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 58.0%

: 1228577-17-0
5,7-O-benzylidene-1,2-dideoxy-3,6-O-isopropylidene-4-O-(methoxymethyl)-D-mannohept-1-enitol

: 1228577-21-6
1,3-O-benzylidene-2,5-O-isopropylidene-4-O-(methoxymethyl)-D-glycero-D-mannoheptitol

: 1228577-22-7
1,3-O-benzylidene-2,5-O-isopropylidene-4-O-(methoxymethyl)-D-glycero-D-galactoheptitol

Guidance literature:: With osmium(VIII) oxide; water; 4-methylmorpholine N-oxide; In acetone; tert-butyl alcohol; at 20 ℃; for 48h; optical yield given as %de; diastereoselective reaction;
DOI:10.1016/j.bmc.2010.03.027

Reference yield:

: 28224-73-9
1,3:4,6-di-O-benzylidene-D-mannitol

: 1228577-21-6
1,3-O-benzylidene-2,5-O-isopropylidene-4-O-(methoxymethyl)-D-glycero-D-mannoheptitol

: 1228577-22-7
1,3-O-benzylidene-2,5-O-isopropylidene-4-O-(methoxymethyl)-D-glycero-D-galactoheptitol

Guidance literature:: Multi-step reaction with 8 steps

1.1: toluene-4-sulfonic acid / 1 h / 20 °C / Reduced pressure

2.1: methanol; toluene-4-sulfonic acid / 0.5 h / 20 °C

3.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 0 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 60 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C

6.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

7.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

7.2: -78 - 20 °C

8.1: water; 4-methylmorpholine N-oxide / osmium(VIII) oxide / acetone; tert-butyl alcohol / 48 h / 20 °C

With 1H-imidazole; methanol; n-butyllithium; tetrabutyl ammonium fluoride; water; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; osmium(VIII) oxide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

Reference yield:

: C₂₂H₃₆O₆Si

: 1228577-21-6
1,3-O-benzylidene-2,5-O-isopropylidene-4-O-(methoxymethyl)-D-glycero-D-mannoheptitol

: 1228577-22-7
1,3-O-benzylidene-2,5-O-isopropylidene-4-O-(methoxymethyl)-D-glycero-D-galactoheptitol

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 60 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C

3.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 2 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C

5.1: water; 4-methylmorpholine N-oxide / osmium(VIII) oxide / acetone; tert-butyl alcohol / 48 h / 20 °C

With n-butyllithium; tetrabutyl ammonium fluoride; water; sodium hydrogencarbonate; Dess-Martin periodane; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; osmium(VIII) oxide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;