benzyl 3-((2R,3S,4S,5S,6S)-6-benzyloxy-3,4,5,6-tetrahydro-3,4,5-trihydroxy-2H-pyran-2-yl)propylcarbamate

Base Information

• Chemical Name: benzyl 3-((2R,3S,4S,5S,6S)-6-benzyloxy-3,4,5,6-tetrahydro-3,4,5-trihydroxy-2H-pyran-2-yl)propylcarbamate
• CAS No.: 1012036-76-8
• Molecular Formula: C₂₃H₂₉NO₇
• Molecular Weight: 431.486

Synonyms:benzyl 3-((2R,3S,4S,5S,6S)-6-benzyloxy-3,4,5,6-tetrahydro-3,4,5-trihydroxy-2H-pyran-2-yl)propylcarbamate

Chemical Property of benzyl 3-((2R,3S,4S,5S,6S)-6-benzyloxy-3,4,5,6-tetrahydro-3,4,5-trihydroxy-2H-pyran-2-yl)propylcarbamate

Chemical Property:

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Technology Process of benzyl 3-((2R,3S,4S,5S,6S)-6-benzyloxy-3,4,5,6-tetrahydro-3,4,5-trihydroxy-2H-pyran-2-yl)propylcarbamate

There total 1 articles about benzyl 3-((2R,3S,4S,5S,6S)-6-benzyloxy-3,4,5,6-tetrahydro-3,4,5-trihydroxy-2H-pyran-2-yl)propylcarbamate 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: 89.0%

benzyl 3-((2R,3S,6S)-6-benzyloxy-3,6-dihydro-3-hydroxy-2H-pyran-2-yl)propylcarbamate (1012036-75-7) → benzyl 3-((2R,3S,4S,5S,6S)-6-benzyloxy-3,4,5,6-tetrahydro-3,4,5-trihydroxy-2H-pyran-2-yl)propylcarbamate (1012036-76-8)

Guidance literature:

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; tert-butyl alcohol; for 24h;

DOI:10.1021/jo702476q

Reference yield: 87.0%

benzyl 3-((2R,3S,4S,5S,6S)-6-benzyloxy-3,4,5,6-tetrahydro-3,4,5-trihydroxy-2H-pyran-2-yl)propylcarbamate (1012036-76-8) + 2,2-dimethoxy-propane (77-76-9) → benzyl 3-((3aS,4S,6R,7R,7aS)-4-benzyloxy-4,6,7,7a-tetrahydro-7-hydroxy-2,2-dimethyl-2H,3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)propylcarbamate (1012036-77-9)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 0 ℃; for 0.5h;

DOI:10.1021/jo702476q

upstream raw materials:

benzyl 3-((2R,3S,6S)-6-benzyloxy-3,6-dihydro-3-hydroxy-2H-pyran-2-yl)propylcarbamate

Downstream raw materials:

benzyl 3-((3aS,4S,6R,7R,7aS)-4-benzyloxy-4,6,7,7a-tetrahydro-7-hydroxy-2,2-dimethyl-2H,3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)propylcarbamate

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