4-N-{6-[3-nitro-4-(trifluoroacetamidomethyl)]benzamidohexyl}-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine

Base Information

• Chemical Name: 4-N-{6-[3-nitro-4-(trifluoroacetamidomethyl)]benzamidohexyl}-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine
• CAS No.: 912558-44-2
• Molecular Formula: C₄₆H₄₉F₃N₆O₁₀
• Molecular Weight: 902.924
• Mol file: 912558-44-2.mol

Synonyms:4-N-{6-[3-nitro-4-(trifluoroacetamidomethyl)]benzamidohexyl}-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine

Chemical Property of 4-N-{6-[3-nitro-4-(trifluoroacetamidomethyl)]benzamidohexyl}-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-N-{6-[3-nitro-4-(trifluoroacetamidomethyl)]benzamidohexyl}-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine

There total 3 articles about 4-N-{6-[3-nitro-4-(trifluoroacetamidomethyl)]benzamidohexyl}-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine 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: 62.0%

3-nitro-4-{[(trifluoroacetyl)amino]methyl}benzoic acid (130029-56-0) + N4-(6-aminohexyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine (127117-79-7) → 4-N-{6-[3-nitro-4-(trifluoroacetamidomethyl)]benzamidohexyl}-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine (912558-44-2)

Guidance literature:

3-nitro-4-{[(trifluoroacetyl)amino]methyl}benzoic acid; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In acetone; for 1h;

N⁴-(6-aminohexyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine; With TEA; In acetone; for 2h;

DOI:10.1080/15257770500230509

Reference yield:

4-[[(2,2,2-trifluoroacetyl)amino]methyl]benzoic acid (130029-61-7) → 4-N-{6-[3-nitro-4-(trifluoroacetamidomethyl)]benzamidohexyl}-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine (912558-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 86 percent / sulfuric acid; nitric acid / 2 h / 0 - 20 °C

2.1: dicyclohexylcarbodiimide; 1-hydroxybenzotriazole / acetone / 1 h

2.2: 62 percent / TEA / acetone / 2 h

With sulfuric acid; nitric acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In acetone;

DOI:10.1080/15257770500230509

Reference yield:

p-aminomethylbenzoic acid (56-91-7) → 4-N-{6-[3-nitro-4-(trifluoroacetamidomethyl)]benzamidohexyl}-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine (912558-44-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 84 percent / triethylamine / methanol

2.1: 86 percent / sulfuric acid; nitric acid / 2 h / 0 - 20 °C

3.1: dicyclohexylcarbodiimide; 1-hydroxybenzotriazole / acetone / 1 h

3.2: 62 percent / TEA / acetone / 2 h

With sulfuric acid; nitric acid; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In methanol; acetone;

DOI:10.1080/15257770500230509

upstream raw materials:

3-nitro-4-{[(trifluoroacetyl)amino]methyl}benzoic acid

N⁴-(6-aminohexyl)-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine

4-[[(2,2,2-trifluoroacetyl)amino]methyl]benzoic acid

p-aminomethylbenzoic acid

Downstream raw materials:

4-N-{6-[3-nitro-4-(aminomethyl)]benzamidohexyl}-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine

4-N-{6-[3-nitro-4-(2-(4-imidazolyl)ethylamidooxalamidomethyl)]benzamidohexyl}-2'-deoxycytidine

4-N-{6-[3-nitro-4-(methoxyoxalamidomethyl)]benzamidohexyl}-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine