7-Deaza-2,3-dideoxyadenosine Suppliers

Base Information

• Chemical Name: 7-Deaza-2,3-dideoxyadenosine Suppliers
• CAS No.: 40627-30-3
• Molecular Formula: C11H14N4O2
• Molecular Weight: 234.258
• Mol file: 40627-30-3.mol

Synonyms:[(2S,5R)-5-(5-amino-2,4,9-triazabicyclo[4.3.0]nona-1,3,5,7-tetraen-9-yl)oxolan-2-yl]methanol;ddTub;

Chemical Property of 7-Deaza-2,3-dideoxyadenosine Suppliers

Chemical Property:

• Vapor Pressure: 1.58E-11mmHg at 25°C
• Refractive Index: 1.762
• Boiling Point: 517.3°Cat760mmHg
• PKA: 14.44±0.10(Predicted)
• Flash Point: 266.7°C
• PSA: 86.19000
• Density: 1.61g/cm³
• LogP: 1.26460

Purity/Quality:

98%,99%, ^*data from raw suppliers

7-Deaza-2',3'-dideoxyadenosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-Deaza-2,3-dideoxyadenosine Suppliers

There total 17 articles about 7-Deaza-2,3-dideoxyadenosine Suppliers 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: 88.0%

7-{(2R,5S)-5-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine (135885-06-2) → 2',3'-dideoxytubercidin (40627-30-3)

Guidance literature:

With acetic acid; for 3.25h; Ambient temperature;

DOI:10.1055/s-1990-26890

Reference yield: 65.0%

4-chloro-7-(2,3-dideoxy-β-D-glycero-pentofuranosyl)-7H-pyrrolo<2,3-d>pyrimidine (115899-34-8) → 2',3'-dideoxytubercidin (40627-30-3)

Guidance literature:

With ammonium hydroxide; at 100 ℃; for 15h;

DOI:10.1055/s-1988-27667

Reference yield:

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) → 2',3'-dideoxytubercidin (40627-30-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) KOH / 1.) tris-<2-(2-methoxyethoxy)ethyl>amine / 1.) MeCN, room temp., 5 min, 2.) room temp., 15 min

2: 84 percent / NH₃ / methanol / 24 h / Ambient temperature

3: 78 percent / pyridine, N,N-diisopropylethylamine / 3 h / Ambient temperature

4: 76 percent / 4-dimethylaminopyridine / acetonitrile / 16 h / Ambient temperature

5: 75 percent / n-Bu₃SnH, 2,2'-azobis(2-methyl)propionitrile / toluene / 2 h / 75 °C

6: 67 percent / 80percent aq. AcOH / 0.5 h / Ambient temperature

7: 65 percent / 25percent aq. NH₃ / 15 h / 100 °C

With pyridine; dmap; potassium hydroxide; ammonium hydroxide; 2,2'-azobis(isobutyronitrile); ammonia; tri-n-butyl-tin hydride; acetic acid; N-ethyl-N,N-diisopropylamine; Tris(3,6-dioxaheptyl)amine; In methanol; toluene; acetonitrile;

DOI:10.1055/s-1988-27667

upstream raw materials:

4-chloro-7-(2,3-dideoxy-β-D-glycero-pentofuranosyl)-7H-pyrrolo<2,3-d>pyrimidine

7-{(2R,5S)-5-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine

7-(2,3-dideoxy-β-D-glycero-pent-2-enofuranosyl)-7H-pyrrolo<2,3-d>pyrimidin-4-amine

4-chloro-7-<2-deoxy-β-D-erythro-pentofuranosyl>-7H-pyrrolo<2,3-d>-pyrimidine

Downstream raw materials:

C₁₄H₂₀N₅O₁₁P₃

7-deaza-2',3'-dideoxy-7-(3-trifluoroacetamidopropyn-1-yl)adenosine

7-deaza-2',3'-dideoxy-7-iodoadenosine

Phosphoric acid mono-[(2S,5R)-5-(4-amino-pyrrolo[2,3-d]pyrimidin-7-yl)-tetrahydro-furan-2-ylmethyl] ester; compound with triethyl-amine

Refernces

• 1、 Serafinowski. "Synthesis of 2',3'-didehydro-2',3'-didoxyformycin A, 2',3'-Dideoxyformycin A and 2',3'-Dideoxytubercidin". . p. 411 - 415. Retrieved 2007/10/02.
• 2、 Seela,Muth,Bindig. "Synthesis of 6-substituted 7-carbapurine 2',3'-dideoxynucleosides: Solid-liquid phase-transfer glycosylation of 4-chloropyrrolo[2,3-d]pyrimidine and deoxygenation of its 2'-deoxyribofuranoside". . p. 670 - 674. Retrieved 2007/10/02.