5-BROMO-DC CEP

Base Information

• Chemical Name: 5-BROMO-DC CEP
• CAS No.: 178925-43-4
• Molecular Formula: C46H51 Br N5 O8 P
• Molecular Weight: 912.8
• Mol file: 178925-43-4.mol

Synonyms:5’-O-(4,4’-DIMETHOXYTRITYL)-5-BROMO-N4-BENZOYLDEOXYCYTIDINE-3’-(2-CYANOETHYL-N,N-DIISOPROPYL)PHOSPHORAMIDITE;5-BROMO-DC CEP;5’’-O-(4,4’’-Dimethoxytrityl)-5-bromo-N4-benzoyldeoxycytidine-3’’-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite

Chemical Property of 5-BROMO-DC CEP

Chemical Property:

• PSA: 159.99000
• LogP: 9.30568
• Storage Temp.: Store at -20°C

Purity/Quality:

97% ^*data from raw suppliers

N4-Benzoyl-5-bromo-2'-deoxy-5'-O-DMT-cytidine 3'-CE phosphoramidite ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-BROMO-DC CEP

There total 4 articles about 5-BROMO-DC CEP 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: 86.0%

4-N-benzoyl-5-bromo-5'-O-(4,4'-dimethoxytrityl)-deoxycytidine (100360-44-9) + N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) → 4-N-benzoyl-5-bromo-5'-O-(4,4'-dimethoxytrityl)-deoxycytidine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite) (178925-43-4)

Guidance literature:

With 1H-tetrazole; diisopropylamine; In dichloromethane; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1039/c1ob06411h

Reference yield:

5-bromo-2'-deoxycytidine (1022-79-3) → 4-N-benzoyl-5-bromo-5'-O-(4,4'-dimethoxytrityl)-deoxycytidine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite) (178925-43-4)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl-formamide / 10 h / 20 °C

2: pyridine / 10 h / 20 °C

3: 1H-tetrazole; diisopropylamine / dichloromethane / 5 h / 20 °C / Inert atmosphere

With pyridine; 1H-tetrazole; diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c1ob06411h

Reference yield:

2'-Deoxycytidine (951-77-9) → 4-N-benzoyl-5-bromo-5'-O-(4,4'-dimethoxytrityl)-deoxycytidine 3'-(2-cyanoethyl N,N-diisopropylphosphoramidite) (178925-43-4)

Guidance literature:

Multi-step reaction with 4 steps

1: N-Bromosuccinimide; acetic acid / 0.33 h / 20 °C

2: N,N-dimethyl-formamide / 10 h / 20 °C

3: pyridine / 10 h / 20 °C

4: 1H-tetrazole; diisopropylamine / dichloromethane / 5 h / 20 °C / Inert atmosphere

With pyridine; 1H-tetrazole; N-Bromosuccinimide; acetic acid; diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c1ob06411h

upstream raw materials:

4-N-benzoyl-5-bromodeoxycytidine

4-N-benzoyl-5-bromo-5'-O-(4,4'-dimethoxytrityl)-deoxycytidine

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

5-bromo-2'-deoxycytidine

Refernces