Bz-rC Phosphoramidite

Base Information

• Chemical Name: Bz-rC Phosphoramidite
• CAS No.: 118380-84-0
• Molecular Formula: C₅₂H₆₆N₅O₉PSi
• Molecular Weight: 964.183
• DSSTox Substance ID: DTXSID80452402
• Nikkaji Number: J404.974H
• Mol file: 118380-84-0.mol

Synonyms:Bz-rC Phosphoramidite;118380-84-0;Bz-rCPhosphoramidite;(2R,3R,4R,5R)-5-(4-Benzamido-2-oxopyrimidin-1(2H)-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-((tert-butyldimethylsilyl)oxy)tetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite;N-[1-[(2R,3R,4R,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-3-[tert-butyl(dimethyl)silyl]oxy-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-2-oxopyrimidin-4-yl]benzamide;DTXSID80452402;N-Blocked-5'-O-dmt-2'-O-tbdms ced cytidine phosphoramidite;AKOS016003785;HY-W048483;N4-Benzoyl-2'-O-tert-butyldimethylsilyl-5'-O-DMT-cytidine 3'-CE phosphoramidite;AC-32368;CS-0100734;A852125;N-blocked-5'-O-DMT-2'-O-TBDMSCEDcytidinephosphoramidite;N-blocked-5/'-O-DMT-2/'-O-TBDMS CED cytidine phosphoramidite;N-blocked-5'-O-DMT-2'-O-TBDMS CED cytidine phosphoramidite;(2S,3S,4S,5S)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-(tert-butyldimethylsilyloxy)-tetrahydrofuran-3-yl 2-cyanoethyl diisopropylphosphoramidite

Chemical Property of Bz-rC Phosphoramidite

Chemical Property:

• PKA: 8.55±0.20(Predicted)
• PSA: 172.71000
• LogP: 10.30470
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 22
• Exact Mass: 963.43674223
• Heavy Atom Count: 68
• Complexity: 1690

Purity/Quality:

97% ^*data from raw suppliers

Bz-rCPhosphoramidite 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)N(C(C)C)P(OCCC#N)OC1C(OC(C1O[Si](C)(C)C(C)(C)C)N2C=CC(=NC2=O)NC(=O)C3=CC=CC=C3)COC(C4=CC=CC=C4)(C5=CC=C(C=C5)OC)C6=CC=C(C=C6)OC
• Isomeric SMILES: CC(C)N(C(C)C)P(OCCC#N)O[C@@H]1[C@H](O[C@H]([C@@H]1O[Si](C)(C)C(C)(C)C)N2C=CC(=NC2=O)NC(=O)C3=CC=CC=C3)COC(C4=CC=CC=C4)(C5=CC=C(C=C5)OC)C6=CC=C(C=C6)OC

Technology Process of Bz-rC Phosphoramidite

There total 3 articles about Bz-rC 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: 44.0%

5’-O-(1,1-bis(4-methoxyphenyl)-1-phenylmethyl)-2’-O-tert-butyldimethylsilylcytidine (129666-74-6,81256-87-3) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)cytidine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite) (118380-84-0,131349-30-9,131349-36-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 18h;

DOI:10.1021/jo00015a010

Reference yield:

5’-O-(1,1-bis(4-methoxyphenyl)-1-phenylmethyl)-2’-O-tert-butyldimethylsilylcytidine (129666-74-6,81256-87-3) + N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) → N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)cytidine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite) (118380-84-0,131349-30-9,131349-36-5)

Guidance literature:

With N,N-diisopropylamine tetrazolide; In acetonitrile; for 15h;

Reference yield:

→ N4-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)cytidine 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidite) (118380-84-0,131349-30-9,131349-36-5)

Guidance literature:

upstream raw materials:

5’-O-(1,1-bis(4-methoxyphenyl)-1-phenylmethyl)-2’-O-tert-butyldimethylsilylcytidine

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

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

Downstream raw materials:

C₄₆H₅₈N₅O₁₄PSi*H₃N

C₆₁H₇₇N₆O₁₆PSi₂

Refernces

• 1、 Lyttle, Matthew H.,Wright, Peter B.,Sinha, Nanda D.,Bain, J. D.,Chamberlin, A. Richard. "New Nucleoside Phosphoramidites and Coupling Protocols for Solid-Phase RNA Synthesis". . p. 4608 - 4615. Retrieved 2007/10/02.