8-AZA-7-DEAZA-2'-DEOXYGUANOSINE

Base Information

• Chemical Name: 8-AZA-7-DEAZA-2'-DEOXYGUANOSINE
• CAS No.: 100644-70-0
• Molecular Formula: C₁₀H₁₃N₅O₄
• Molecular Weight: 267.244
• Mol file: 100644-70-0.mol

Synonyms:8-AZA-7-DEAZA-2'-DEOXYGUANOSINE;6-Amino-1-(2-deoxy-beta-D-erythro-pentofuranosyl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one;Super G;6-Amino-1,5-dihydro-1-(2-deoxy--D-ribofuranosyl)-4H-pyrazolo[3,4-d]pyrimidin-4-one

Chemical Property of 8-AZA-7-DEAZA-2'-DEOXYGUANOSINE

Chemical Property:

• PKA: 7.48±0.20(Predicted)
• PSA: 140.27000
• Density: 2.08±0.1 g/cm3(Predicted)
• LogP: -1.31510

Purity/Quality:

97% ^*data from raw suppliers

8-Aza-7-deaza-2’-deoxyguanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 8-Aza-7-deaza-2’-deoxyguanosine is used as building blocks in automated DNA synthesis.

Technology Process of 8-AZA-7-DEAZA-2'-DEOXYGUANOSINE

There total 6 articles about 8-AZA-7-DEAZA-2'-DEOXYGUANOSINE 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: 93.0%

6-amino-1-<2'-deoxy-β-D-erythro-pentofuranosyl>-4-methoxy-1H-pyrazolo<3,4-d>pyrimidine (100644-69-7) → 8-aza-7-deaza-2'-deoxyguanosine (100644-70-0)

Guidance literature:

With sodium hydroxide; In water; for 24h; Ambient temperature;

DOI:10.1002/hlca.19860690714

Reference yield:

6-amino-4-methoxy-1H-pyrazolo[3,4-d]pyrimidine (100644-67-5) → 8-aza-7-deaza-2'-deoxyguanosine (100644-70-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 47 percent / KOH / tetrahydrofuran; H₂O / 0.03 h / Ambient temperature

2: 69 percent / NaOMe / methanol / 2 h / Ambient temperature

3: 93 percent / NaOH / H₂O / 24 h / Ambient temperature

With potassium hydroxide; sodium hydroxide; sodium methylate; In tetrahydrofuran; methanol; water;

DOI:10.1002/hlca.19860690714

Reference yield:

2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl chloride (3056-12-0,3601-89-6,4330-21-6,52304-86-6,141846-57-3) → 8-aza-7-deaza-2'-deoxyguanosine (100644-70-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 47 percent / KOH / tetrahydrofuran; H₂O / 0.03 h / Ambient temperature

2: 69 percent / NaOMe / methanol / 2 h / Ambient temperature

3: 93 percent / NaOH / H₂O / 24 h / Ambient temperature

With potassium hydroxide; sodium hydroxide; sodium methylate; In tetrahydrofuran; methanol; water;

DOI:10.1002/hlca.19860690714

upstream raw materials:

6-amino-1-<2'-deoxy-β-D-erythro-pentofuranosyl>-4-methoxy-1H-pyrazolo<3,4-d>pyrimidine

2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl chloride

2-amino-4,6-dichloropyrimidine-5-carboxaldehyde

4-chloro-1H-pyrazolo[3,4-d]pyrimidine-6-amine

Downstream raw materials:

6-amino-1-<2'-deoxy-5'-O-(p-toluoyl)-β-D-erythro-pentofuranosyl>-1H-pyrazolo<3,4-d>pyrimidin-4(5H)-one

6-amino-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one

D-2-deoxyribose

6-amino-1-<2',3'-dideoxy-5'-O-(p-toluoyl)-β-D-glycero-pentofuranosyl>-1H-pyrazolo<3,4-d>pyrimidin-4(5H)-one