9-((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-6-chloro-9H-purin-2-ylamine

Base Information

• Chemical Name: 9-((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-6-chloro-9H-purin-2-ylamine
• CAS No.: 177171-91-4
• Molecular Formula: C₂₅H₂₆ClN₅O₃
• Molecular Weight: 479.966

Synonyms:9-((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-6-chloro-9H-purin-2-ylamine

Chemical Property of 9-((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-6-chloro-9H-purin-2-ylamine

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Technology Process of 9-((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-6-chloro-9H-purin-2-ylamine

There total 2 articles about 9-((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-6-chloro-9H-purin-2-ylamine 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: 55.0%

2-Amino-6-chloropurin (10310-21-1) + 1-C-(methanesulfonyloxy)methyl-3,5-dibenzyl-2-deoxy-β-D-ribose (177171-89-0) → 9-((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-6-chloro-9H-purin-2-ylamine (177171-91-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 18h;

DOI:10.1016/0040-4020(96)00192-5

Reference yield:

((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-methanol (177171-88-9) → 9-((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-6-chloro-9H-purin-2-ylamine (177171-91-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Et₃N / CH₂Cl₂ / 1 h

2: 55 percent / K₂CO₃ / dimethylformamide / 18 h / 90 °C

With potassium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0040-4020(96)00192-5

Reference yield: 82.0%

9-((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-6-chloro-9H-purin-2-ylamine (177171-91-4) → 2-Amino-9-((2R,4S,5R)-4-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-1,9-dihydro-purin-6-one (177171-92-5)

Guidance literature:

With trifluoroacetic acid; for 48h; Ambient temperature;

DOI:10.1016/0040-4020(96)00192-5

upstream raw materials:

2-Amino-6-chloropurin

1-C-(methanesulfonyloxy)methyl-3,5-dibenzyl-2-deoxy-β-D-ribose

((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-methanol

Downstream raw materials:

2-Amino-9-((2R,4S,5R)-4-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-ylmethyl)-1,9-dihydro-purin-6-one

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