2'-DEOXYPSEUDOISOGUANOSINE

Base Information

• Chemical Name: 2'-DEOXYPSEUDOISOGUANOSINE
• CAS No.: 912814-75-6
• Molecular Formula: C₁₀H₁₃N₅O₄
• Molecular Weight: 267.244
• Mol file: 912814-75-6.mol

Synonyms:2'-DEOXYPSEUDOISOGUANOSINE

Chemical Property of 2'-DEOXYPSEUDOISOGUANOSINE

Chemical Property:

• PSA: 139.28000
• LogP: -1.07630

Purity/Quality:

≥98% ^*data from raw suppliers

2’-Deoxypseudoisoguanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2’-Deoxypseudoisoguanosine is a potent inhibitor of adenosine deaminase (ADA).

Technology Process of 2'-DEOXYPSEUDOISOGUANOSINE

There total 5 articles about 2'-DEOXYPSEUDOISOGUANOSINE 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:

5-Cyano-3-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-3H-imidazole-4-carboxylic acid hydrazide → 4-amino-1-(2'-deoxy-β-D-erythropentofuranosyl)-3H-imidazo[4,5-d]pyridazin-7(6H)-one (912814-75-6)

Guidance literature:

With sodium ethanolate; In ethanol; for 8h; Heating;

DOI:10.1016/j.bmc.2006.05.043

Reference yield:

methyl 4-cyano-1-(2'-deoxy-β-D-erythropentofuranosyl)imidazole-5-carboxylate (912814-80-3) → 4-amino-1-(2'-deoxy-β-D-erythropentofuranosyl)-3H-imidazo[4,5-d]pyridazin-7(6H)-one (912814-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / methanol / 0.5 h / 5 °C

2: 0.46 g / sodium ethoxide / ethanol / 8 h / Heating

With sodium ethanolate; hydrazine hydrate; In methanol; ethanol;

DOI:10.1016/j.bmc.2006.05.043

Reference yield:

ethyl 4-cyano-1-[(2'-deoxy-3',5'-di-O-p-toluoyl)-β-D-erythropentofuranosyl]imidazole-5-carboxylate (912814-78-9) → 4-amino-1-(2'-deoxy-β-D-erythropentofuranosyl)-3H-imidazo[4,5-d]pyridazin-7(6H)-one (912814-75-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / tert-butylamine / 48 h / 20 °C

2: hydrazine hydrate / methanol / 0.5 h / 5 °C

3: 0.46 g / sodium ethoxide / ethanol / 8 h / Heating

With sodium ethanolate; hydrazine hydrate; tert-butylamine; In methanol; ethanol;

DOI:10.1016/j.bmc.2006.05.043

upstream raw materials:

methyl 4-cyano-1-(2'-deoxy-β-D-erythropentofuranosyl)imidazole-5-carboxylate

ethyl 4-cyano-1-[(2'-deoxy-3',5'-di-O-p-toluoyl)-β-D-erythropentofuranosyl]imidazole-5-carboxylate

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

5-cyano-1⁽³⁾H-imidazole-4-carboxylic acid ethyl ester