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

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-4-(phenylthio)-β-D-altropyranose
CAS No.:556054-16-1
Molecular Formula:C₄₇H₅₀O₉S
Molecular Weight:790.975
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-4-(phenylthio)-β-D-altropyranose

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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-4-(phenylthio)-β-D-altropyranose

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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-4-(phenylthio)-β-D-altropyranose

There total 4 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-4-(phenylthio)-β-D-altropyranose 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:

: (1R,2S,3S,5R)-3-[(R)-Hydroxy-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl]-2-phenylsulfanyl-6,8-dioxa-bicyclo[3.2.1]octan-4-one

: 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

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; at -78 ℃; for 3h;
DOI:10.1002/hlca.200390037

Reference yield:

: 37112-31-5
levoglucosenone

: 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

Guidance literature:: Multi-step reaction with 3 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

With diethylaluminum iodide; diisobutylaluminium hydride; triethylamine; 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

: 556054-16-1
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

Guidance literature:: Multi-step reaction with 3 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

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