((1S,3R,4R,7R)-3-(6-amino-9H-purin-9-yl)-7-(benzyloxy)-2,5-dioxa-bicyclo-[2.2.1]heptan-1-yl)methanol

Base Information

• Chemical Name: ((1S,3R,4R,7R)-3-(6-amino-9H-purin-9-yl)-7-(benzyloxy)-2,5-dioxa-bicyclo-[2.2.1]heptan-1-yl)methanol
• CAS No.: 293751-34-5
• Molecular Formula: C₁₈H₁₉N₅O₄
• Molecular Weight: 369.38

Synonyms:((1S,3R,4R,7R)-3-(6-amino-9H-purin-9-yl)-7-(benzyloxy)-2,5-dioxa-bicyclo-[2.2.1]heptan-1-yl)methanol

Chemical Property of ((1S,3R,4R,7R)-3-(6-amino-9H-purin-9-yl)-7-(benzyloxy)-2,5-dioxa-bicyclo-[2.2.1]heptan-1-yl)methanol

Chemical Property:

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Technology Process of ((1S,3R,4R,7R)-3-(6-amino-9H-purin-9-yl)-7-(benzyloxy)-2,5-dioxa-bicyclo-[2.2.1]heptan-1-yl)methanol

There total 21 articles about ((1S,3R,4R,7R)-3-(6-amino-9H-purin-9-yl)-7-(benzyloxy)-2,5-dioxa-bicyclo-[2.2.1]heptan-1-yl)methanol 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%

(1R,3R,4R,7S)-3-(adenine-9-yl)-7-benzyloxy-1-benzoyloxymethyl-2,5-dioxabicyclo[2.2.1]heptane (293751-13-0) → ((1S,3R,4R,7R)-3-(6-amino-9H-purin-9-yl)-7-(benzyloxy)-2,5-dioxa-bicyclo-[2.2.1]heptan-1-yl)methanol (293751-34-5)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 25 ℃; for 1h; Large scale;

Reference yield: 90.0%

((1R,3R,4R,7S)-3-(6-benzamido-9H-purin-9-yl)-7-(benzyloxy)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methylbenzoate (293751-33-4) → ((1S,3R,4R,7R)-3-(6-amino-9H-purin-9-yl)-7-(benzyloxy)-2,5-dioxa-bicyclo-[2.2.1]heptan-1-yl)methanol (293751-34-5)

Guidance literature:

With methanol; ammonia; water; at 20 ℃; Product distribution / selectivity;

Reference yield: 90.0%

(1S,3R,4R,7S)-7-Benzyloxy-1-benzoyloxymethyl-3-(6-N-benzoyl-adenine-9-yl)-2,5-dioxabicyclo[2.2.1]heptane → ((1S,3R,4R,7R)-3-(6-amino-9H-purin-9-yl)-7-(benzyloxy)-2,5-dioxa-bicyclo-[2.2.1]heptan-1-yl)methanol (293751-34-5)

Guidance literature:

With ammonium hydroxide; In methanol;

upstream raw materials:

((1R,3R,4R,7S)-3-(6-benzamido-9H-purin-9-yl)-7-(benzyloxy)-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methylbenzoate

N-benzoyladenine

1,2-O-isopropylidene-3-O-benzyl-4-hydroxymethyl-α-D-ribofuranose

3-O-benzyl-4-C-methanesulfonoxymethyl-5-methanesulfonyl-1,2-O-isopropylidene-α-D-erythro-pentofuranose

Downstream raw materials:

(1S,3R,4R,7S)-3-(6-N-benzoyladenine-9-yl)-7-hydroxy-1-hydroxymethyl-2,5-dioxabicyclo[2.2.1]heptane

(1R,3R,4R,7S)-7-benzyloxy-1-methanesulfonamide-3-(adenine-7-yl)-2,5-dioxabicyclo[2.2.1]heptane

(1R,3R,4R,7S)-3-(6-benzamido-9H-purin-9-yl)-1-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-7-yl (2-cyanoethyl) diisopropylphosphoramidite

(1S,3R,4R,7S)-3-(6-amino-9H-purin-9-yl)-1-(hydroxymethyl)-2,5-dioxabicyclo[2.2.1]heptan-7-ol

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