(2R,3R,4R,5R)-2-(2-amino-6-(benzylamino)-9H-purin-9-yl)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate

Base Information

• Chemical Name: (2R,3R,4R,5R)-2-(2-amino-6-(benzylamino)-9H-purin-9-yl)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate
• CAS No.: 1234492-49-9
• Molecular Formula: C₃₉H₃₄N₆O₇
• Molecular Weight: 698.735

Synonyms:(2R,3R,4R,5R)-2-(2-amino-6-(benzylamino)-9H-purin-9-yl)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate

Chemical Property of (2R,3R,4R,5R)-2-(2-amino-6-(benzylamino)-9H-purin-9-yl)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate

Chemical Property:

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Technology Process of (2R,3R,4R,5R)-2-(2-amino-6-(benzylamino)-9H-purin-9-yl)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate

There total 3 articles about (2R,3R,4R,5R)-2-(2-amino-6-(benzylamino)-9H-purin-9-yl)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate 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: 100.0%

benzylamine (100-46-9) + (2R,3R,4R,5R)-2-(2-amino-6-chloro-9H-purin-9-yl)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate (641571-44-0) → (2R,3R,4R,5R)-2-(2-amino-6-(benzylamino)-9H-purin-9-yl)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate (1234492-49-9)

Guidance literature:

With triethylamine; In ethanol; at 20 ℃; Reflux;

Reference yield:

1,2,3,5-tetra-O-benzoyl-2-C-methyl-β-D-ribofuranose (15397-15-6) → (2R,3R,4R,5R)-2-(2-amino-6-(benzylamino)-9H-purin-9-yl)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate (1234492-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 65 °C

2: ethanol / 16 h / Reflux

With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; acetonitrile;

DOI:10.1016/j.bmcl.2011.06.013

Reference yield:

2-Amino-6-chloropurin (10310-21-1) → (2R,3R,4R,5R)-2-(2-amino-6-(benzylamino)-9H-purin-9-yl)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate (1234492-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 65 °C

2: ethanol / 16 h / Reflux

With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; acetonitrile;

DOI:10.1016/j.bmcl.2011.06.013

upstream raw materials:

benzylamine

(2R,3R,4R,5R)-2-(2-amino-6-chloro-9H-purin-9-yl)-5-(benzoyloxymethyl)-3-methyltetrahydrofuran-3,4-diyl dibenzoate

2-Amino-6-chloropurin

1,2,3,5-tetra-O-benzoyl-2-C-methyl-β-D-ribofuranose

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