2,3,4-tri-O-benzyl-6,7,8,9-tetradeoxy-α-D-gluco-nonadi-6(E),8-enopyranose

Base Information

Chemical Name:2,3,4-tri-O-benzyl-6,7,8,9-tetradeoxy-α-D-gluco-nonadi-6(E),8-enopyranose
CAS No.:1470226-41-5
Molecular Formula:C₃₀H₃₂O₅
Molecular Weight:472.581
Hs Code.:

Synonyms:

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Chemical Property of 2,3,4-tri-O-benzyl-6,7,8,9-tetradeoxy-α-D-gluco-nonadi-6(E),8-enopyranose

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Technology Process of 2,3,4-tri-O-benzyl-6,7,8,9-tetradeoxy-α-D-gluco-nonadi-6(E),8-enopyranose

There total 10 articles about 2,3,4-tri-O-benzyl-6,7,8,9-tetradeoxy-α-D-gluco-nonadi-6(E),8-enopyranose 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:

: 83051-88-1
methyl 6-aldehydo-2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 1470226-42-6
2,3,4-tri-O-benzyl-6,7,8,9-tetradeoxy-β-D-gluco-nonadi-6(E),8-enopyranose

: 1470226-41-5
2,3,4-tri-O-benzyl-6,7,8,9-tetradeoxy-α-D-gluco-nonadi-6(E),8-enopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: chromium chloride; lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Inert atmosphere

2: sulfuric acid / tetrahydrofuran / 0.25 h

3: acetic acid; trifluorormethanesulfonic acid / 2 h / 80 °C

With chromium chloride; lithium aluminium tetrahydride; trifluorormethanesulfonic acid; sulfuric acid; acetic acid; In tetrahydrofuran;
DOI:10.1055/s-0033-1339374

Reference yield:

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 1470226-42-6
2,3,4-tri-O-benzyl-6,7,8,9-tetradeoxy-β-D-gluco-nonadi-6(E),8-enopyranose

: 1470226-41-5
2,3,4-tri-O-benzyl-6,7,8,9-tetradeoxy-α-D-gluco-nonadi-6(E),8-enopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid / dichloromethane / 0.25 h / Cooling with ice

2: toluene / 504 h

3: sulfuric acid / tetrahydrofuran / 0.25 h

4: acetic acid; trifluorormethanesulfonic acid / 2 h / 80 °C

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trifluorormethanesulfonic acid; trichloroisocyanuric acid; sulfuric acid; acetic acid; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1055/s-0033-1339374

Reference yield:

: 6-O-acetyl-2,3,4,-tri-O-benzyl-β-D-glucopyranose

: 1470226-42-6
2,3,4-tri-O-benzyl-6,7,8,9-tetradeoxy-β-D-gluco-nonadi-6(E),8-enopyranose

: 1470226-41-5
2,3,4-tri-O-benzyl-6,7,8,9-tetradeoxy-α-D-gluco-nonadi-6(E),8-enopyranose

Guidance literature:: Multi-step reaction with 6 steps

1: 1H-imidazole / dichloromethane / 1 h

2: sodium methylate / methanol / 0.25 h

3: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid / dichloromethane / 0.25 h / Cooling with ice

4: toluene / 96 h

5: sulfuric acid / tetrahydrofuran / 0.25 h

6: acetic acid; tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h

With 1H-imidazole; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; sulfuric acid; tetrabutyl ammonium fluoride; sodium methylate; acetic acid; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1055/s-0033-1339374