[(2R,3S,4R,5S)-5-[(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

Base Information

Chemical Name:[(2R,3S,4R,5S)-5-[(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
CAS No.:28050-13-7
Molecular Formula:C₁₅H₂₂N₅O₁₁P
Molecular Weight:479.34
Hs Code.:
Nikkaji Number:J1.166.859C
Mol file:28050-13-7.mol

[(2R,3S,4R,5S)-5-[(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

Synonyms:O-beta-ribosyl(1''--2')adenosine-5''-phosphate;R-AMP

Suppliers and Price of [(2R,3S,4R,5S)-5-[(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 4 raw suppliers

Chemical Property of [(2R,3S,4R,5S)-5-[(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

Chemical Property:

Boiling Point:947.4°Cat760mmHg
Flash Point:526.8°C
PSA：254.80000
Density:2.29g/cm³
LogP:-2.81850
XLogP3:-4.5
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:15
Rotatable Bond Count:7
Exact Mass:479.10534353
Heavy Atom Count:32
Complexity:705

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CO)O)OC4C(C(C(O4)COP(=O)(O)O)O)O)N
Isomeric SMILES:C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O[C@H]4[C@@H]([C@@H]([C@H](O4)COP(=O)(O)O)O)O)N

Technology Process of [(2R,3S,4R,5S)-5-[(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

There total 16 articles about [(2R,3S,4R,5S)-5-[(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate 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:

: Acetic acid (2S,3R,4R,5R)-4-acetoxy-2-[(2R,3R,4R,5R)-2-(6-benzoylamino-purin-9-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yloxy]-5-phosphonooxymethyl-tetrahydro-furan-3-yl ester

: 28050-13-7
O-β-D-ribofuranosyl-(1''-2')-adenosine-5''-O-phosphate

Guidance literature:: With ammonia; In methanol; at 20 ℃; for 72h;
DOI:10.1080/15257770008045465

Reference yield:

: 329188-22-9
N⁶-benzoyl-9-[3,5-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2-O-(2,3-di-O-acetyl-5-O-(4-methoxytrityl)-β-D-ribofuranosyl)-β-D-ribofuranosyl]adenine

: 28050-13-7
O-β-D-ribofuranosyl-(1''-2')-adenosine-5''-O-phosphate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 78 percent / CF₃CO₂H / CHCl₃ / 0.17 h / 20 °C

2.1: 72 percent / 1-methylimidazole; TPSCl / pyridine / 16 h / 20 °C

3.1: TBAF / tetrahydrofuran / 0.25 h / 20 °C

3.2: 59 percent / Dowex-50 (Na⁺-form) / tetrahydrofuran; H₂O / 0.5 h / 20 °C

4.1: DBU / pyridine / 24 h / 20 °C

5.1: 0.04 mmol / NH₃ / methanol / 72 h / 20 °C

With 1-methyl-1H-imidazole; Triphenylsilyl chloride; tetrabutyl ammonium fluoride; ammonia; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In tetrahydrofuran; pyridine; methanol; chloroform;
DOI:10.1080/15257770008045465