1,6:2,3-dianhydro-3-C-[(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-β-D-gulo-pyranose

Base Information

Chemical Name:1,6:2,3-dianhydro-3-C-[(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-β-D-gulo-pyranose
CAS No.:270923-06-3
Molecular Formula:C₄₁H₄₄O₁₀
Molecular Weight:696.794
Hs Code.:

Synonyms:1,6:2,3-dianhydro-3-C-[(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-β-D-gulo-pyranose

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Chemical Property of 1,6:2,3-dianhydro-3-C-[(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-β-D-gulo-pyranose

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Technology Process of 1,6:2,3-dianhydro-3-C-[(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-β-D-gulo-pyranose

There total 4 articles about 1,6:2,3-dianhydro-3-C-[(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-β-D-gulo-pyranose 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: 95.0%

: 270923-05-2
1,6:2,3-dianhydro-3-C-[(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-β-D-ribo-hex-4-ulopyranose

: 270923-06-3
1,6:2,3-dianhydro-3-C-[(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-β-D-gulo-pyranose

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 1h;
DOI:10.1016/S0957-4166(99)00492-9

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

: 270923-06-3
1,6:2,3-dianhydro-3-C-[(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-β-D-gulo-pyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / Et₂AlI / toluene; CH₂Cl₂ / 4 h / -95 °C

2: 82 percent / t-BuOOH; DBU / CH₂Cl₂; various solvent(s) / 5 h / 20 °C

3: 95 percent / NaBH₄ / methanol / 1 h / 0 °C

With tert.-butylhydroperoxide; sodium tetrahydroborate; diethylaluminum iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; toluene; 1: Addition / 2: Epoxidation / 3: Reduction;
DOI:10.1016/S0957-4166(99)00492-9

Reference yield:

: 33647-85-7
isolevoglucosenone

: 270923-06-3
1,6:2,3-dianhydro-3-C-[(1S)-2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-gulo-heptitol-1-C-yl]-β-D-gulo-pyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / Et₂AlI / toluene; CH₂Cl₂ / 4 h / -95 °C

2: 82 percent / t-BuOOH; DBU / CH₂Cl₂; various solvent(s) / 5 h / 20 °C

3: 95 percent / NaBH₄ / methanol / 1 h / 0 °C

With tert.-butylhydroperoxide; sodium tetrahydroborate; diethylaluminum iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; toluene; 1: Addition / 2: Epoxidation / 3: Reduction;
DOI:10.1016/S0957-4166(99)00492-9