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

Base Information

• Chemical Name: 4-N-{6-[3-nitro-4-(aminomethyl)]benzamidohexyl}-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine
• CAS No.: 912558-48-6
• Molecular Formula: C₄₄H₅₀N₆O₉
• Molecular Weight: 806.916
• Mol file: 912558-48-6.mol

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

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

There total 4 articles about 4-N-{6-[3-nitro-4-(aminomethyl)]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: 93.0%

4-N-{6-[3-nitro-4-(trifluoroacetamidomethyl)]benzamidohexyl}-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine (912558-44-2) → 4-N-{6-[3-nitro-4-(aminomethyl)]benzamidohexyl}-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine (912558-48-6)

Guidance literature:

With ammonia; In 1,4-dioxane; water;

DOI:10.1080/15257770500230509

Reference yield:

4-[[(2,2,2-trifluoroacetyl)amino]methyl]benzoic acid (130029-61-7) → 4-N-{6-[3-nitro-4-(aminomethyl)]benzamidohexyl}-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine (912558-48-6)

Guidance literature:

Multi-step reaction with 3 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

3.1: 93 percent / ammonia / dioxane; H₂O

With sulfuric acid; ammonia; nitric acid; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In 1,4-dioxane; water; acetone;

DOI:10.1080/15257770500230509

Reference yield:

3-nitro-4-{[(trifluoroacetyl)amino]methyl}benzoic acid (130029-56-0) → 4-N-{6-[3-nitro-4-(aminomethyl)]benzamidohexyl}-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine (912558-48-6)

Guidance literature:

Multi-step reaction with 2 steps

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

1.2: 62 percent / TEA / acetone / 2 h

2.1: 93 percent / ammonia / dioxane; H₂O

With ammonia; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In 1,4-dioxane; water; acetone;

DOI:10.1080/15257770500230509

upstream raw materials:

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

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

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

p-aminomethylbenzoic acid

Downstream raw materials:

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

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