3-azido-1,2,3-trideoxy-1-(3,4-dihydro-5-Methyl-2,4-dioxo-1(2H)-pyriMidinyl)-D-erythro-Pentofuranuronic acid

Base Information

• Chemical Name: 3-azido-1,2,3-trideoxy-1-(3,4-dihydro-5-Methyl-2,4-dioxo-1(2H)-pyriMidinyl)-D-erythro-Pentofuranuronic acid
• CAS No.: 146426-54-2
• Molecular Formula: C10H11N5O5
• Molecular Weight: 281.22500
• Mol file: 146426-54-2.mol

Synonyms:3-Azido-1,2,3-trideoxy-1-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-D-erythro- pentofuranuronic acid;3'-azido-thymidine-5'-carboxylic acid;1-(3-Azido-2,3-dideoxy-β-D-erythro-pentofuranosyl-5'-uronic acid)thymine;

Chemical Property of 3-azido-1,2,3-trideoxy-1-(3,4-dihydro-5-Methyl-2,4-dioxo-1(2H)-pyriMidinyl)-D-erythro-Pentofuranuronic acid

Chemical Property:

• PSA: 151.14000
• LogP: -0.65124

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-azido-1,2,3-trideoxy-1-(3,4-dihydro-5-Methyl-2,4-dioxo-1(2H)-pyriMidinyl)-D-erythro-Pentofuranuronic acid

There total 1 articles about 3-azido-1,2,3-trideoxy-1-(3,4-dihydro-5-Methyl-2,4-dioxo-1(2H)-pyriMidinyl)-D-erythro-Pentofuranuronic acid 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: 80.0%

3'-azido-2',3'-deoxythymidine (30516-87-1,399024-19-2) → 4’-carboxylic acid-3’-azido-3’-deoxythymidine (146426-54-2)

Guidance literature:

With ruthenium trichloride; potassium hydroxide; dipotassium peroxodisulfate; for 3h; Ambient temperature; other nucleosides;

DOI:10.1016/0040-4039(93)88026-F

Reference yield: 91.0%

epi-5-(3-aminopropyl)-amino-1,3,2',6'-tetraazido neamine (948916-01-6) + 4’-carboxylic acid-3’-azido-3’-deoxythymidine (146426-54-2) → C25H35N19O9 (948916-06-1)

Guidance literature:

epi-5-(3-aminopropyl)-amino-1,3,2',6'-tetraazido neamine; 4’-carboxylic acid-3’-azido-3’-deoxythymidine; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 20h;

With potassium carbonate; In methanol; at 20 ℃; for 2h; Further stages.;

DOI:10.1016/j.tet.2007.06.002

Reference yield: 91.0%

epi-5-(2-aminoethyl)-amino-1,3,2',6'-tetraazido neamine (948916-00-5) + 4’-carboxylic acid-3’-azido-3’-deoxythymidine (146426-54-2) → C24H33N19O9 (948916-05-0)

Guidance literature:

epi-5-(2-aminoethyl)-amino-1,3,2',6'-tetraazido neamine; 4’-carboxylic acid-3’-azido-3’-deoxythymidine; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 20h;

With potassium carbonate; In methanol; at 20 ℃; for 2h; Further stages.;

DOI:10.1016/j.tet.2007.06.002

upstream raw materials:

3'-azido-2',3'-deoxythymidine

Downstream raw materials:

C₂₄H₃₃N₁₉O₉

C₂₅H₃₅N₁₉O₉

C₅₂H₅₀N₅O₁₀P