(2R,3R,3aR,6R,7R,7aR)-7-Azido-3-benzyloxy-2,6-dimethoxy-hexahydro-furo[3,2-b]pyran

Base Information

Chemical Name:(2R,3R,3aR,6R,7R,7aR)-7-Azido-3-benzyloxy-2,6-dimethoxy-hexahydro-furo[3,2-b]pyran
CAS No.:828914-71-2
Molecular Formula:C₁₆H₂₁N₃O₅
Molecular Weight:335.36
Hs Code.:

Synonyms:(2R,3R,3aR,6R,7R,7aR)-7-Azido-3-benzyloxy-2,6-dimethoxy-hexahydro-furo[3,2-b]pyran

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Chemical Property of (2R,3R,3aR,6R,7R,7aR)-7-Azido-3-benzyloxy-2,6-dimethoxy-hexahydro-furo[3,2-b]pyran

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Technology Process of (2R,3R,3aR,6R,7R,7aR)-7-Azido-3-benzyloxy-2,6-dimethoxy-hexahydro-furo[3,2-b]pyran

There total 1 articles about (2R,3R,3aR,6R,7R,7aR)-7-Azido-3-benzyloxy-2,6-dimethoxy-hexahydro-furo[3,2-b]pyran 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: 96.0%

: 828914-48-3
(2R,3R,3aR,6R,7R,7aR)-7-azido-3-benzyloxy-2-methoxy-hexahydro-furo[3,2-b]pyran-6-ol

: 74-88-4
methyl iodide

: 828914-71-2
(2R,3R,3aR,6R,7R,7aR)-7-Azido-3-benzyloxy-2,6-dimethoxy-hexahydro-furo[3,2-b]pyran

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃;
DOI:10.1016/j.tet.2005.12.066

Reference yield: 82.0%

: 828914-71-2
(2R,3R,3aR,6R,7R,7aR)-7-Azido-3-benzyloxy-2,6-dimethoxy-hexahydro-furo[3,2-b]pyran

: 828914-72-3
(2R,3R,3aR,6R,7R,7aR)-7-azido-3-benzyloxy-2,6-dimethoxy-hexahydrofuro[3,2-b]pyran

Guidance literature:: With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; at 16 ℃; for 48h;
DOI:10.1016/j.tet.2005.12.066

Reference yield:

: 828914-71-2
(2R,3R,3aR,6R,7R,7aR)-7-Azido-3-benzyloxy-2,6-dimethoxy-hexahydro-furo[3,2-b]pyran

: 828914-75-6
(2R,3R,3aS,6R,7R,7aR)-7-azido-6-methoxy-2-phenylsulfanyl-hexahydrofuro[3,2-b]pyran-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / RuCl₃*3H₂O; NaIO₄ / CCl₄; acetonitrile; H₂O / 48 h / 16 °C

2: 80 percent / BF₃*Et₂O / CH₂Cl₂ / -78 - 0 °C

3: K₂CO₃; MeOH / 0.5 h / 20 °C

4: 190 mg / NBS / CH₂Cl₂ / 0.5 h / 20 °C

With methanol; ruthenium trichloride; sodium periodate; N-Bromosuccinimide; boron trifluoride diethyl etherate; potassium carbonate; In tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tet.2005.12.066