1,6-anhydro-3-C-[(1R)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-3,4-dideoxy-β-D-arabino-hexopyranose

Base Information

Chemical Name:1,6-anhydro-3-C-[(1R)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-3,4-dideoxy-β-D-arabino-hexopyranose
CAS No.:556054-17-2
Molecular Formula:C₄₁H₄₆O₉
Molecular Weight:682.811
Hs Code.:

Synonyms:1,6-anhydro-3-C-[(1R)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-3,4-dideoxy-β-D-arabino-hexopyranose

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Chemical Property of 1,6-anhydro-3-C-[(1R)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-3,4-dideoxy-β-D-arabino-hexopyranose

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Technology Process of 1,6-anhydro-3-C-[(1R)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-3,4-dideoxy-β-D-arabino-hexopyranose

There total 5 articles about 1,6-anhydro-3-C-[(1R)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-3,4-dideoxy-β-D-arabino-hexopyranose 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: 72.0%

: 556054-16-1
1,6-anhydro-3-C-[(1R)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-3,4-dideoxy-4-(phenylthio)-β-D-altropyranose

: 556054-17-2
1,6-anhydro-3-C-[(1R)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-3,4-dideoxy-β-D-arabino-hexopyranose

Guidance literature:: nickel; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1002/hlca.200390037

Reference yield:

: 37112-31-5
levoglucosenone

: 556054-17-2
1,6-anhydro-3-C-[(1R)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-3,4-dideoxy-β-D-arabino-hexopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 30 percent / Et₂AlI / toluene; CH₂Cl₂ / 16 h / -78 °C

2: Et₃N / CH₂Cl₂ / 0.75 h / 0 °C

3: 630 mg / (i-Bu)2AlH / tetrahydrofuran; CH₂Cl₂ / 3 h / -78 °C

4: 72 percent / Raney-Ni / tetrahydrofuran / 0.5 h / 20 °C

With diethylaluminum iodide; diisobutylaluminium hydride; triethylamine; nickel; In tetrahydrofuran; dichloromethane; toluene; 1: Oshima-Nozaki condensation;
DOI:10.1002/hlca.200390037

Reference yield:

: 113019-43-5,140397-45-1,140397-46-2,140397-47-3,140397-49-5,91738-17-9
2,3,4,6-tetra-O-benzyl-1-formyl-D-glucopyranose

: 556054-17-2
1,6-anhydro-3-C-[(1R)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-3,4-dideoxy-β-D-arabino-hexopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 30 percent / Et₂AlI / toluene; CH₂Cl₂ / 16 h / -78 °C

2: Et₃N / CH₂Cl₂ / 0.75 h / 0 °C

3: 630 mg / (i-Bu)2AlH / tetrahydrofuran; CH₂Cl₂ / 3 h / -78 °C

4: 72 percent / Raney-Ni / tetrahydrofuran / 0.5 h / 20 °C

With diethylaluminum iodide; diisobutylaluminium hydride; triethylamine; nickel; In tetrahydrofuran; dichloromethane; toluene; 1: Oshima-Nozaki condensation;
DOI:10.1002/hlca.200390037