1,2-Diamino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-((E)-3-phenyl-allyl)-7,9-dihydro-1H-purine-6,8-dione

Base Information

• Chemical Name: 1,2-Diamino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-((E)-3-phenyl-allyl)-7,9-dihydro-1H-purine-6,8-dione
• CAS No.: 1053631-47-2
• Molecular Formula: C₁₉H₂₂N₆O₆
• Molecular Weight: 430.42
• Mol file: 1053631-47-2.mol

Synonyms:1,2-Diamino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-((E)-3-phenyl-allyl)-7,9-dihydro-1H-purine-6,8-dione

Chemical Property of 1,2-Diamino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-((E)-3-phenyl-allyl)-7,9-dihydro-1H-purine-6,8-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-Diamino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-((E)-3-phenyl-allyl)-7,9-dihydro-1H-purine-6,8-dione

There total 1 articles about 1,2-Diamino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-((E)-3-phenyl-allyl)-7,9-dihydro-1H-purine-6,8-dione 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:

1-amino-8-hydroxyguanosine (19029-70-0) + Cinnamyl bromide (4392-24-9) → 1,2-Diamino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-((E)-3-phenyl-allyl)-7,9-dihydro-1H-purine-6,8-dione (1053631-47-2)

Guidance literature:

With sodium hydride; Multistep reaction; 1.) DMF, 0 deg C, 10 min, 2.) DMF, RT, 30 min;

DOI:10.1021/jm00047a014

Reference yield:

1,2-Diamino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-((E)-3-phenyl-allyl)-7,9-dihydro-1H-purine-6,8-dione (1053631-47-2) → 2-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-((E)-3-phenyl-allyl)-7,9-dihydro-1H-purine-6,8-dione (163750-13-8)

Guidance literature:

With hydrogenchloride; sodium nitrite; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

DOI:10.1021/jm00047a014

Reference yield:

1,2-Diamino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-((E)-3-phenyl-allyl)-7,9-dihydro-1H-purine-6,8-dione (1053631-47-2) → 2-Amino-9-((3aR,4R,6R,6aR)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-7-((E)-3-phenyl-allyl)-7,9-dihydro-1H-purine-6,8-dione

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HCl, NaNO₂ / dimethylformamide / 0.5 h / 0 °C

2: H₂SO₄ / acetone / 40 h / Ambient temperature

With hydrogenchloride; sulfuric acid; sodium nitrite; In N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm00047a014

upstream raw materials:

1-amino-8-hydroxyguanosine

Cinnamyl bromide

Downstream raw materials:

2-Amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7-((E)-3-phenyl-allyl)-7,9-dihydro-1H-purine-6,8-dione