N4-Benzoyl-2'-deoxy-5'-O-DMT-2'-fluoro-cytidine phosphoramidite

Base Information

• Chemical Name: N4-Benzoyl-2'-deoxy-5'-O-DMT-2'-fluoro-cytidine phosphoramidite
• CAS No.: 161442-19-9
• Molecular Formula: C46H51FN5O8P
• Molecular Weight: 851.912
• Mol file: 161442-19-9.mol

Synonyms:2'-F-Bz-dC?Phosphoramidite;Diisopropyl-phosphoramidous acid (2R,3R,4R,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-fluoro-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester;Cytidine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-2'-fluoro-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite];2'-F-Bz-dC Phosphoramidite;N4-BENZOYL-2'-DEOXY-5'-O-DMT-2'-FLUORO-CYTIDINE PHOSPHORAMIDITE;

Chemical Property of N4-Benzoyl-2'-deoxy-5'-O-DMT-2'-fluoro-cytidine phosphoramidite

Chemical Property:

• PKA: 8.50±0.20(Predicted)
• PSA: 159.99000
• LogP: 8.49118

Purity/Quality:

97% ^*data from raw suppliers

2''-Fluoro-N4-benzoyl-5''-O-DMT-2''-deoxycytidine-3''-ce-phosphoramidite ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2'-Fluoro-N4-benzoyl-5'-O-DMT-2'-deoxycytidine-3'-ce-phosphoramidite is a fluorescent oligonucleotide RNA probe. 2'-Fluoro-N4-benzoyl-5'-O-DMT-2'-deoxycytidine-3'-ce-phosphoramidite is also used to improve metabolic stability and elicit efficient RNAi-mediated gene silencing. 2''-Fluoro-N4-benzoyl-5''-O-DMT-2''-deoxycytidine-3''-ce-phosphoramidite is a fluorescent oligonucleotide RNA probe. 2''-Fluoro-N4-benzoyl-5''-O-DMT-2''-deoxycytidine-3''-ce-phosphoramidite is also used to improve metabolic stability and elicit efficient RNAi-mediated gene silencing

Technology Process of N4-Benzoyl-2'-deoxy-5'-O-DMT-2'-fluoro-cytidine phosphoramidite

There total 11 articles about N4-Benzoyl-2'-deoxy-5'-O-DMT-2'-fluoro-cytidine phosphoramidite 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: 90.0%

2-(Cyanethoxy)-bis-N,N-(diisopropylamino)phosphane + N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-fluoro-2'-deoxycytidine (146954-77-0,154771-33-2,1241724-98-0) → N4-benzoyl-2'-deoxy-2'-fluoro-5'-O-(4,4'-dimethoxytrityl)cytidine 3'-(β-cyanoethyl N,N-diisopropylphosphoramidite) (161442-19-9,1404463-12-2)

Guidance literature:

With N,N-diisopropylamine tetrazolide; In dichloromethane; at 23 ℃; for 8h;

DOI:10.1021/jm00059a007

Reference yield: 90.0%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-fluoro-2'-deoxycytidine (146954-77-0,154771-33-2,1241724-98-0) → N4-benzoyl-2'-deoxy-2'-fluoro-5'-O-(4,4'-dimethoxytrityl)cytidine 3'-(β-cyanoethyl N,N-diisopropylphosphoramidite) (161442-19-9,1404463-12-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1002/hlca.19970800614

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → N4-benzoyl-2'-deoxy-2'-fluoro-5'-O-(4,4'-dimethoxytrityl)cytidine 3'-(β-cyanoethyl N,N-diisopropylphosphoramidite) (161442-19-9,1404463-12-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / Et₃N / pyridine

2: 90 percent / (i-Pr)2EtN / CH₂Cl₂

With triethylamine; N-ethyl-N,N-diisopropylamine; In pyridine; dichloromethane;

DOI:10.1002/hlca.19970800614

upstream raw materials:

N⁴-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-fluoro-2'-deoxycytidine

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

4,4'-dimethoxytrityl chloride

benzoic acid anhydride