1,6-anhydro-2-azido-2,4-dideoxy-4-[3-(tosyloxy)propyl]-β-D-glucopyranose

Base Information

Chemical Name:1,6-anhydro-2-azido-2,4-dideoxy-4-[3-(tosyloxy)propyl]-β-D-glucopyranose
CAS No.:869208-42-4
Molecular Formula:C₁₆H₂₁N₃O₆S
Molecular Weight:383.425
Hs Code.:

Synonyms:1,6-anhydro-2-azido-2,4-dideoxy-4-[3-(tosyloxy)propyl]-β-D-glucopyranose

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Chemical Property of 1,6-anhydro-2-azido-2,4-dideoxy-4-[3-(tosyloxy)propyl]-β-D-glucopyranose

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Technology Process of 1,6-anhydro-2-azido-2,4-dideoxy-4-[3-(tosyloxy)propyl]-β-D-glucopyranose

There total 4 articles about 1,6-anhydro-2-azido-2,4-dideoxy-4-[3-(tosyloxy)propyl]-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:

: 869208-38-8
1,6:2,3-dianhydro-4-deoxy-4-(3-hydroxypropyl)-β-D-mannopyranose

: 869208-42-4
1,6-anhydro-2-azido-2,4-dideoxy-4-[3-(tosyloxy)propyl]-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / aq. NaN₃; ammonium chloride / 2-methoxy-ethanol / 28 h / 115 °C

2: pyridine / 2 h / 20 °C

With pyridine; sodium azide; ammonium chloride; In 2-methoxy-ethanol;
DOI:10.1135/cccc20050466

Reference yield:

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

: 869208-42-4
1,6-anhydro-2-azido-2,4-dideoxy-4-[3-(tosyloxy)propyl]-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: CuI / tetrahydrofuran / 20 °C

2.1: BF₃*Et₂O; sodium borohydride / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 1 h / 20 °C

2.2: 87 percent / NaOH; aq. H₂O₂ / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 20 °C

3.1: 68 percent / aq. NaN₃; ammonium chloride / 2-methoxy-ethanol / 28 h / 115 °C

4.1: pyridine / 2 h / 20 °C

With pyridine; sodium tetrahydroborate; copper(l) iodide; sodium azide; boron trifluoride diethyl etherate; ammonium chloride; In tetrahydrofuran; 2-methoxy-ethanol; diethylene glycol dimethyl ether;
DOI:10.1135/cccc20050466

Reference yield:

: 74878-90-3
Toluene-4-sulfonic acid (1S,2S,3S,4R,5R)-2-allyl-3-hydroxy-6,8-dioxa-bicyclo[3.2.1]oct-4-yl ester

: 869208-42-4
1,6-anhydro-2-azido-2,4-dideoxy-4-[3-(tosyloxy)propyl]-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: BF₃*Et₂O; sodium borohydride / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 1 h / 20 °C

1.2: 87 percent / NaOH; aq. H₂O₂ / tetrahydrofuran; bis-(2-methoxy-ethyl) ether / 20 °C

2.1: 68 percent / aq. NaN₃; ammonium chloride / 2-methoxy-ethanol / 28 h / 115 °C

3.1: pyridine / 2 h / 20 °C

With pyridine; sodium tetrahydroborate; sodium azide; boron trifluoride diethyl etherate; ammonium chloride; In tetrahydrofuran; 2-methoxy-ethanol; diethylene glycol dimethyl ether;
DOI:10.1135/cccc20050466