4-O-benzyl-5,7-O-benzylidene-3,6-O-methylene-D-glycero-D-galacto-heptitol

Base Information

Chemical Name:4-O-benzyl-5,7-O-benzylidene-3,6-O-methylene-D-glycero-D-galacto-heptitol
CAS No.:1143516-32-8
Molecular Formula:C₂₂H₂₆O₇
Molecular Weight:402.444
Hs Code.:

Synonyms:4-O-benzyl-5,7-O-benzylidene-3,6-O-methylene-D-glycero-D-galacto-heptitol

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Chemical Property of 4-O-benzyl-5,7-O-benzylidene-3,6-O-methylene-D-glycero-D-galacto-heptitol

Chemical Property:

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Technology Process of 4-O-benzyl-5,7-O-benzylidene-3,6-O-methylene-D-glycero-D-galacto-heptitol

There total 10 articles about 4-O-benzyl-5,7-O-benzylidene-3,6-O-methylene-D-glycero-D-galacto-heptitol 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: 84.0%

: 1143516-27-1
4-O-benzyl-1,3-O-benzylidene-2,5-O-methylene-D-manno-hept-6-enitol

: 1143516-28-2
4-O-benzyl-1,3-O-benzylidene-2,5-O-methylene-D-glycero-D-manno-heptitol

: 1143516-32-8
4-O-benzyl-5,7-O-benzylidene-3,6-O-methylene-D-glycero-D-galacto-heptitol

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; tert-butyl alcohol; at 20 ℃; for 30h;

Reference yield:

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

: 1143516-28-2
4-O-benzyl-1,3-O-benzylidene-2,5-O-methylene-D-glycero-D-manno-heptitol

: 1143516-32-8
4-O-benzyl-5,7-O-benzylidene-3,6-O-methylene-D-glycero-D-galacto-heptitol

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydroxide / water

2.1: methanol; toluene-4-sulfonic acid / 2 h / 70 °C

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

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C

4.2: 0 - 20 °C

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

6.1: sodium hydrogencarbonate; Dess-Martin periodane / 0.25 h / 20 °C

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

7.2: -78 - 20 °C

8.1: AD-mix-β / water; tert-butyl alcohol / 168 h / 0 °C

With 1H-imidazole; methanol; sodium hydroxide; n-butyllithium; AD-mix-β; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;

Reference yield:

: 23393-22-8
1,3:4,6-di-O-benzylidene-2,5-O-methylene-D-mannitol

: 1143516-28-2
4-O-benzyl-1,3-O-benzylidene-2,5-O-methylene-D-glycero-D-manno-heptitol

: 1143516-32-8
4-O-benzyl-5,7-O-benzylidene-3,6-O-methylene-D-glycero-D-galacto-heptitol

Guidance literature:: Multi-step reaction with 7 steps

1.1: methanol; toluene-4-sulfonic acid / 2 h / 70 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 0 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C

3.2: 0 - 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h / 20 °C

5.1: sodium hydrogencarbonate; Dess-Martin periodane / 0.25 h / 20 °C

6.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

6.2: -78 - 20 °C

7.1: AD-mix-β / water; tert-butyl alcohol / 168 h / 0 °C

With 1H-imidazole; methanol; n-butyllithium; AD-mix-β; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;