2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1,1-dichloro-D-gluco-hept-1-enitol

Base Information

• Chemical Name: 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1,1-dichloro-D-gluco-hept-1-enitol
• CAS No.: 136742-92-2
• Molecular Formula: C₃₅H₃₄Cl₂O₅
• Molecular Weight: 605.558

Synonyms:2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1,1-dichloro-D-gluco-hept-1-enitol

Chemical Property of 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1,1-dichloro-D-gluco-hept-1-enitol

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Technology Process of 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1,1-dichloro-D-gluco-hept-1-enitol

There total 1 articles about 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1,1-dichloro-D-gluco-hept-1-enitol 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: 71.0%

tetrachloromethane (56-23-5) + (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one (13096-62-3) → 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1,1-dichloro-D-gluco-hept-1-enitol (136742-92-2)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; for 16h; Heating;

DOI:10.1021/jo00098a039

Reference yield: 85.0%

2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1,1-dichloro-D-gluco-hept-1-enitol (136742-92-2) → (3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-chloro-2-trichloromethyl-tetrahydro-pyran

Guidance literature:

With triethylammonium trichloride; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1016/S0040-4039(98)00611-X

Reference yield: 80.0%

2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1,1-dichloro-D-gluco-hept-1-enitol (136742-92-2) → 3,4,5,7-Tetra-O-benzyl-2,6-anhydro-1-deoxy-D-glycero-D-gulo-heptitol (95189-55-2)

Guidance literature:

With hydrogen; nickel; In ethyl acetate;

DOI:10.1039/P19920001471

upstream raw materials:

tetrachloromethane

(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

Downstream raw materials:

3,4,5,7-Tetra-O-benzyl-2,6-anhydro-1-deoxy-D-glycero-D-gulo-heptitol

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