2'-deoxy-3',5'-di-O-para-methoxybenzoyl-4'-thio-1'-[4,5-bis(methoxycarbonyl)-1,2,3-triazole]-β-D-erythro-pentofuranoside

Base Information

• Chemical Name: 2'-deoxy-3',5'-di-O-para-methoxybenzoyl-4'-thio-1'-[4,5-bis(methoxycarbonyl)-1,2,3-triazole]-β-D-erythro-pentofuranoside
• CAS No.: 225094-83-7
• Molecular Formula: C₂₇H₂₇N₃O₁₀S
• Molecular Weight: 585.591
• Mol file: 225094-83-7.mol

Synonyms:

Chemical Property of 2'-deoxy-3',5'-di-O-para-methoxybenzoyl-4'-thio-1'-[4,5-bis(methoxycarbonyl)-1,2,3-triazole]-β-D-erythro-pentofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-deoxy-3',5'-di-O-para-methoxybenzoyl-4'-thio-1'-[4,5-bis(methoxycarbonyl)-1,2,3-triazole]-β-D-erythro-pentofuranoside

There total 2 articles about 2'-deoxy-3',5'-di-O-para-methoxybenzoyl-4'-thio-1'-[4,5-bis(methoxycarbonyl)-1,2,3-triazole]-β-D-erythro-pentofuranoside 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: 87.0%

dimethyl acetylenedicarboxylate (762-42-5) + azido 3,5-di-O-para-methoxybenzoyl-2-deoxy-4-thio-α/β-D-erythro-pentofuranoside → 2'-deoxy-3',5'-di-O-para-methoxybenzoyl-4'-thio-1'-[4,5-bis(methoxycarbonyl)-1,2,3-triazole]-β-D-erythro-pentofuranoside (225094-83-7) + 2'-deoxy-3',5'-di-O-para-methoxybenzoyl-4'-thio-1'-[4,5-bis(methoxycarbonyl)-1,2,3-triazole]-α-D-erythro-pentofuranoside

Guidance literature:

In toluene; at 80 ℃; for 22h;

DOI:10.1080/15257779908043089

Reference yield:

C23H24O8S → 2'-deoxy-3',5'-di-O-para-methoxybenzoyl-4'-thio-1'-[4,5-bis(methoxycarbonyl)-1,2,3-triazole]-β-D-erythro-pentofuranoside (225094-83-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / azidotrimethylsilane; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.5 h / 20 °C

2: 87 percent / toluene / 22 h / 80 °C

With trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide; In dichloromethane; toluene; 1: Substitution / 2: Cycloaddition;

DOI:10.1080/15257779908043089

upstream raw materials:

dimethyl acetylenedicarboxylate