(3aS,6S,7S,7aR)-7-acetoxy-1-benzyl-6-methyl-6-[((1R,2R)-1,2,3-triacetoxy)prop-1-yl]-1,3,3a,6,7,7a-hexahydro-4H-pyrano[4,5-c]isoxazole

Base Information

• Chemical Name: (3aS,6S,7S,7aR)-7-acetoxy-1-benzyl-6-methyl-6-[((1R,2R)-1,2,3-triacetoxy)prop-1-yl]-1,3,3a,6,7,7a-hexahydro-4H-pyrano[4,5-c]isoxazole
• CAS No.: 170898-58-5
• Molecular Formula: C₂₅H₃₃NO₁₀
• Molecular Weight: 507.538

Synonyms:(3aS,6S,7S,7aR)-7-acetoxy-1-benzyl-6-methyl-6-[((1R,2R)-1,2,3-triacetoxy)prop-1-yl]-1,3,3a,6,7,7a-hexahydro-4H-pyrano[4,5-c]isoxazole

Chemical Property of (3aS,6S,7S,7aR)-7-acetoxy-1-benzyl-6-methyl-6-[((1R,2R)-1,2,3-triacetoxy)prop-1-yl]-1,3,3a,6,7,7a-hexahydro-4H-pyrano[4,5-c]isoxazole

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Technology Process of (3aS,6S,7S,7aR)-7-acetoxy-1-benzyl-6-methyl-6-[((1R,2R)-1,2,3-triacetoxy)prop-1-yl]-1,3,3a,6,7,7a-hexahydro-4H-pyrano[4,5-c]isoxazole

There total 2 articles about (3aS,6S,7S,7aR)-7-acetoxy-1-benzyl-6-methyl-6-[((1R,2R)-1,2,3-triacetoxy)prop-1-yl]-1,3,3a,6,7,7a-hexahydro-4H-pyrano[4,5-c]isoxazole 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: 60.0%

acetic anhydride (108-24-7) + (1R,2R)-1-((3aS,6S,7S,7aR)-1-Benzyl-7-hydroxy-6-methyl-hexahydro-pyrano[4,3-c]isoxazol-6-yl)-propane-1,2,3-triol (595566-23-7) → (3aS,6S,7S,7aR)-7-acetoxy-1-benzyl-6-methyl-6-[((1R,2R)-1,2,3-triacetoxy)prop-1-yl]-1,3,3a,6,7,7a-hexahydro-4H-pyrano[4,5-c]isoxazole (170898-58-5)

Guidance literature:

With pyridine; at 25 ℃; for 14h;

DOI:10.1016/S0040-4020(03)00634-3

Reference yield:

acetic anhydride (108-24-7) + N-benzyl hydroxylalmine (622-30-0) + (3R,4R,5R,6R)-4-Allyloxy-6-hydroxymethyl-4-methyl-tetrahydro-pyran-2,3,5-triol → (3aS,6S,7S,7aR)-7-acetoxy-1-benzyl-6-methyl-6-[((1R,2R)-1,2,3-triacetoxy)prop-1-yl]-1,3,3a,6,7,7a-hexahydro-4H-pyrano[4,5-c]isoxazole (170898-58-5)

Guidance literature:

Yield given. Multistep reaction; 2.) pyridine;

DOI:10.1016/0040-4039(95)00832-W

Reference yield: 75.0%

(3aS,6S,7S,7aR)-7-acetoxy-1-benzyl-6-methyl-6-[((1R,2R)-1,2,3-triacetoxy)prop-1-yl]-1,3,3a,6,7,7a-hexahydro-4H-pyrano[4,5-c]isoxazole (170898-58-5) → (1R,2R)-1-((3aS,6S,7S,7aR)-1-Benzyl-7-hydroxy-6-methyl-hexahydro-pyrano[4,3-c]isoxazol-6-yl)-propane-1,2,3-triol (595566-23-7)

Guidance literature:

With sodium; In methanol; at 25 ℃; for 4h;

DOI:10.1016/S0040-4020(03)00634-3

upstream raw materials:

acetic anhydride

N-benzyl hydroxylalmine

(1R,2R)-1-((3aS,6S,7S,7aR)-1-Benzyl-7-hydroxy-6-methyl-hexahydro-pyrano[4,3-c]isoxazol-6-yl)-propane-1,2,3-triol

Downstream raw materials:

(3aS,6S,7S,7aR)-1-Benzyl-7-hydroxy-6-methyl-hexahydro-pyrano[4,3-c]isoxazole-6-carbaldehyde

(1R,2R)-1-((3aS,6S,7S,7aR)-1-Benzyl-7-hydroxy-6-methyl-hexahydro-pyrano[4,3-c]isoxazol-6-yl)-propane-1,2,3-triol

(3aS,6R,7S,7aR)-1-Benzyl-6-hydroxymethyl-6-methyl-hexahydro-pyrano[4,3-c]isoxazol-7-ol

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