1,6-anhydro-4-O-(2-hydroxyethyl)-2-O-p-toluenesulfonyl-β-D-glucopyranose

Base Information

Chemical Name:1,6-anhydro-4-O-(2-hydroxyethyl)-2-O-p-toluenesulfonyl-β-D-glucopyranose
CAS No.:139147-85-6
Molecular Formula:C₁₅H₂₀O₈S
Molecular Weight:360.385
Hs Code.:

Synonyms:1,6-anhydro-4-O-(2-hydroxyethyl)-2-O-p-toluenesulfonyl-β-D-glucopyranose

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Chemical Property of 1,6-anhydro-4-O-(2-hydroxyethyl)-2-O-p-toluenesulfonyl-β-D-glucopyranose

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Technology Process of 1,6-anhydro-4-O-(2-hydroxyethyl)-2-O-p-toluenesulfonyl-β-D-glucopyranose

There total 1 articles about 1,6-anhydro-4-O-(2-hydroxyethyl)-2-O-p-toluenesulfonyl-β-D-glucopyranose 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: 91.0%

: 6167-32-4
1,6:3,4-dianhydro-2-O-tosyl-D-galactose

: 107-21-1
ethylene glycol

: 139147-85-6
1,6-anhydro-4-O-(2-hydroxyethyl)-2-O-p-toluenesulfonyl-β-D-glucopyranose

Guidance literature:: With boron trifluoride diethyl etherate; In 1,2-dimethoxyethane; at 100 ℃; for 1h;
DOI:10.1135/cccc20050466

Reference yield:

: 139147-85-6
1,6-anhydro-4-O-(2-hydroxyethyl)-2-O-p-toluenesulfonyl-β-D-glucopyranose

: Toluene-4-sulfonic acid 2-((1R,2S,3R,4R,5R)-4-amino-3-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 4.6 g / NaOMe / CHCl₃; methanol / 1 h / 0 °C

2: 73 percent / aq. NaN₃; ammonium chloride / 2-methoxy-ethanol / 28 h / 115 °C

3: 80 percent / pyridine / 2 h / 20 °C

4: H₂; acetic acid / Pd/C / ethanol / 24 h / 20 °C

With pyridine; sodium azide; ammonium chloride; hydrogen; sodium methylate; acetic acid; palladium on activated charcoal; In methanol; ethanol; chloroform; 2-methoxy-ethanol;
DOI:10.1135/cccc20050466

Reference yield:

: 139147-85-6
1,6-anhydro-4-O-(2-hydroxyethyl)-2-O-p-toluenesulfonyl-β-D-glucopyranose

: 869208-43-5
1,6-anhydro-2-deoxy-2-(tosylamino)-4-O-[2-(tosyloxy)ethyl]-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 5 steps

1: 4.6 g / NaOMe / CHCl₃; methanol / 1 h / 0 °C

2: 73 percent / aq. NaN₃; ammonium chloride / 2-methoxy-ethanol / 28 h / 115 °C

3: 80 percent / pyridine / 2 h / 20 °C

4: H₂; acetic acid / Pd/C / ethanol / 24 h / 20 °C

5: 1.2 g / pyridine / 1 h / 0 °C

With pyridine; sodium azide; ammonium chloride; hydrogen; sodium methylate; acetic acid; palladium on activated charcoal; In methanol; ethanol; chloroform; 2-methoxy-ethanol;
DOI:10.1135/cccc20050466