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-1',4-acetonide

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-1',4-acetonide
CAS No.:270923-11-0
Molecular Formula:C₄₄H₄₈O₁₀
Molecular Weight:736.859
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-1',4-acetonide

Suppliers and Price 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-1',4-acetonide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

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-1',4-acetonide

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

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-1',4-acetonide

There total 5 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-1',4-acetonide 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: 82.0%

: 77-76-9
2,2-dimethoxy-propane

: 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

: 270923-11-0
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-1',4-acetonide

Guidance literature:: With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 15h;
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

: 270923-11-0
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-1',4-acetonide

Guidance literature:: Multi-step reaction with 4 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

4: 82 percent / pTsOH / acetone / 15 h / 20 °C

With tert.-butylhydroperoxide; sodium tetrahydroborate; diethylaluminum iodide; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; acetone; toluene; 1: Addition / 2: Epoxidation / 3: Reduction / 4: ketalization;
DOI:10.1016/S0957-4166(99)00492-9

Reference yield:

: 33647-85-7
isolevoglucosenone

: 270923-11-0
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-1',4-acetonide

Guidance literature:: Multi-step reaction with 4 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

4: 82 percent / pTsOH / acetone / 15 h / 20 °C

With tert.-butylhydroperoxide; sodium tetrahydroborate; diethylaluminum iodide; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; acetone; toluene; 1: Addition / 2: Epoxidation / 3: Reduction / 4: ketalization;
DOI:10.1016/S0957-4166(99)00492-9