9-((2R,3S,4S,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-9H-purine-2,6-diamine

Base Information

• Chemical Name: 9-((2R,3S,4S,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-9H-purine-2,6-diamine
• CAS No.: 214153-96-5
• Molecular Formula: C₃₁H₃₂N₆O₃S
• Molecular Weight: 568.699

Synonyms:9-((2R,3S,4S,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-9H-purine-2,6-diamine

Chemical Property of 9-((2R,3S,4S,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-9H-purine-2,6-diamine

Chemical Property:

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Technology Process of 9-((2R,3S,4S,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-9H-purine-2,6-diamine

There total 4 articles about 9-((2R,3S,4S,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-9H-purine-2,6-diamine 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:

2,6-Diazido-9-((2R,3S,4S,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-9H-purine → 9-((2R,3S,4S,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-9H-purine-2,6-diamine (214153-96-5)

Guidance literature:

With methanol; tin(ll) chloride; In dichloromethane; for 0.5h; Yield given; Ambient temperature;

DOI:10.1021/jm980195+

Reference yield:

2,6 dichloropurine (5451-40-1) → 9-((2R,3S,4S,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-9H-purine-2,6-diamine (214153-96-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / SnCl₄ / acetonitrile / 2 h / Ambient temperature

2: 290 mg / NaN₃ / ethanol / 2 h / Heating

3: SnCl₂, MeOH / CH₂Cl₂ / 0.5 h / Ambient temperature

With methanol; sodium azide; tin(IV) chloride; tin(ll) chloride; In ethanol; dichloromethane; acetonitrile;

DOI:10.1021/jm980195+

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzyl-4-thio-D-arabinofuranose (169736-20-3) → 9-((2R,3S,4S,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-9H-purine-2,6-diamine (214153-96-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / SnCl₄ / acetonitrile / 2 h / Ambient temperature

2: 290 mg / NaN₃ / ethanol / 2 h / Heating

3: SnCl₂, MeOH / CH₂Cl₂ / 0.5 h / Ambient temperature

With methanol; sodium azide; tin(IV) chloride; tin(ll) chloride; In ethanol; dichloromethane; acetonitrile;

DOI:10.1021/jm980195+

upstream raw materials:

2,6 dichloropurine

1-O-acetyl-2,3,5-tri-O-benzyl-4-thio-D-arabinofuranose

9-(2,3,5-tri-O-benzyl-4-thio-β-D-arabinofuranosyl)-2,6-dichloropurine

Downstream raw materials:

9-((2R,3S,4S,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-thiophen-2-yl)-2-fluoro-9H-purin-6-ylamine

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