(3'S,5'R)-N⁶-9-(2'-deoxy-3',5'-ethano-5',6'-methano-D-ribofuranosyl)adenine

Base Information

• Chemical Name: (3'S,5'R)-N⁶-9-(2'-deoxy-3',5'-ethano-5',6'-methano-D-ribofuranosyl)adenine
• CAS No.: 200931-86-8
• Molecular Formula: C₂₀H₁₉N₅O₄
• Molecular Weight: 393.402

Synonyms:(3'S,5'R)-N⁶-9-(2'-deoxy-3',5'-ethano-5',6'-methano-D-ribofuranosyl)adenine

Chemical Property of (3'S,5'R)-N⁶-9-(2'-deoxy-3',5'-ethano-5',6'-methano-D-ribofuranosyl)adenine

Chemical Property:

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Technology Process of (3'S,5'R)-N⁶-9-(2'-deoxy-3',5'-ethano-5',6'-methano-D-ribofuranosyl)adenine

There total 1 articles about (3'S,5'R)-N⁶-9-(2'-deoxy-3',5'-ethano-5',6'-methano-D-ribofuranosyl)adenine 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: 95.0%

N-{9-[(1aR,1bS,3R,4aS,5aS)-1a-(tert-Butyl-dimethyl-silanyloxy)-4a-trimethylsilanyloxy-octahydro-2-oxa-cyclopropa[a]pentalen-3-yl]-9H-purin-6-yl}-benzamide (200931-84-6) → (3'S,5'R)-N6-9-(2'-deoxy-3',5'-ethano-5',6'-methano-D-ribofuranosyl)adenine (200931-86-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; hexane; 4 h, room t. and 1 h, 50 deg C;

DOI:10.1002/hlca.19970800812

Reference yield:

(3'S,5'R)-N6-9-(2'-deoxy-3',5'-ethano-5',6'-methano-D-ribofuranosyl)adenine (200931-86-8) → Diisopropyl-phosphoramidous acid (1aR,1bR,3R,4aS,5aS)-3-(6-benzoylamino-purin-9-yl)-1a-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-hexahydro-2-oxa-cyclopropa[a]pentalen-4a-yl ester 2-cyano-ethyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / pyridine / 9 h / Ambient temperature

2: 89 percent / (i-Pr)2NEt / acetonitrile / 0.75 h / Ambient temperature

With pyridine; N-ethyl-N,N-diisopropylamine; In acetonitrile;

DOI:10.1002/hlca.19970800812

upstream raw materials:

N-{9-[(1aR,1bS,3R,4aS,5aS)-1a-(tert-Butyl-dimethyl-silanyloxy)-4a-trimethylsilanyloxy-octahydro-2-oxa-cyclopropa[a]pentalen-3-yl]-9H-purin-6-yl}-benzamide

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