N-{9-[(2R,3R,3aR,5R,6S,7S,7aR)-5-((1R,2R)-1-Acetylamino-2-benzyloxy-propyl)-3,6,7-tris-benzyloxy-hexahydro-furo[3,2-b]pyran-2-yl]-9H-purin-6-yl}-benzamide

Base Information

• Chemical Name: N-{9-[(2R,3R,3aR,5R,6S,7S,7aR)-5-((1R,2R)-1-Acetylamino-2-benzyloxy-propyl)-3,6,7-tris-benzyloxy-hexahydro-furo[3,2-b]pyran-2-yl]-9H-purin-6-yl}-benzamide
• CAS No.: 91899-87-5
• Molecular Formula: C₅₂H₅₂N₆O₈
• Molecular Weight: 889.02

Synonyms:N-{9-[(2R,3R,3aR,5R,6S,7S,7aR)-5-((1R,2R)-1-Acetylamino-2-benzyloxy-propyl)-3,6,7-tris-benzyloxy-hexahydro-furo[3,2-b]pyran-2-yl]-9H-purin-6-yl}-benzamide

Chemical Property of N-{9-[(2R,3R,3aR,5R,6S,7S,7aR)-5-((1R,2R)-1-Acetylamino-2-benzyloxy-propyl)-3,6,7-tris-benzyloxy-hexahydro-furo[3,2-b]pyran-2-yl]-9H-purin-6-yl}-benzamide

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Technology Process of N-{9-[(2R,3R,3aR,5R,6S,7S,7aR)-5-((1R,2R)-1-Acetylamino-2-benzyloxy-propyl)-3,6,7-tris-benzyloxy-hexahydro-furo[3,2-b]pyran-2-yl]-9H-purin-6-yl}-benzamide

There total 1 articles about N-{9-[(2R,3R,3aR,5R,6S,7S,7aR)-5-((1R,2R)-1-Acetylamino-2-benzyloxy-propyl)-3,6,7-tris-benzyloxy-hexahydro-furo[3,2-b]pyran-2-yl]-9H-purin-6-yl}-benzamide 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: 62.0%

N-benzoyladenine (4005-49-6) + N-[(1R,2R)-2-Benzyloxy-1-((3R,3aR,5R,6S,7S,7aR)-3,6,7-tris-benzyloxy-2-phenylsulfanyl-hexahydro-furo[3,2-b]pyran-5-yl)-propyl]-acetamide → N-{9-[(2R,3R,3aR,5R,6S,7S,7aR)-5-((1R,2R)-1-Acetylamino-2-benzyloxy-propyl)-3,6,7-tris-benzyloxy-hexahydro-furo[3,2-b]pyran-2-yl]-9H-purin-6-yl}-benzamide (91899-87-5)

Guidance literature:

With bromine; In N,N-dimethyl-formamide;

DOI:10.1021/ja00332a078

Reference yield:

N-{9-[(2R,3R,3aR,5R,6S,7S,7aR)-5-((1R,2R)-1-Acetylamino-2-benzyloxy-propyl)-3,6,7-tris-benzyloxy-hexahydro-furo[3,2-b]pyran-2-yl]-9H-purin-6-yl}-benzamide (91899-87-5) → quantamycin (91899-90-0)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd(OH)2/C

2: Ba(OH)2 / 30 h / Heating

With barium dihydroxide; hydrogen; palladium dihydroxide;

DOI:10.1021/ja00332a078

upstream raw materials:

N-benzoyladenine

Downstream raw materials:

quantamycin

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