N4-Benzoyl-5'-O-benzoyl-2'-deoxycytidine

Base Information

• Chemical Name: N4-Benzoyl-5'-O-benzoyl-2'-deoxycytidine
• CAS No.: 4803-92-3
• Molecular Formula: C23H21N3O6
• Molecular Weight: 435.436
• DSSTox Substance ID: DTXSID90553393
• Nikkaji Number: J2.001.935B
• Wikidata: Q82433964
• Mol file: 4803-92-3.mol

Synonyms:N4-Benzoyl-5'-O-benzoyl-2'-deoxycytidine;161664-22-8;4803-92-3;DTXSID90553393;N-Benzoyl-5'-O-benzoyl-2'-deoxycytidine

Chemical Property of N4-Benzoyl-5'-O-benzoyl-2'-deoxycytidine

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 435.14303540
• Heavy Atom Count: 32
• Complexity: 770

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1N2C=CC(=NC2=O)NC(=O)C3=CC=CC=C3)COC(=O)C4=CC=CC=C4)O
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=CC(=NC2=O)NC(=O)C3=CC=CC=C3)COC(=O)C4=CC=CC=C4)O

Technology Process of N4-Benzoyl-5'-O-benzoyl-2'-deoxycytidine

There total 3 articles about N4-Benzoyl-5'-O-benzoyl-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: 95.0%

vinyl benzoate (769-78-8,24991-32-0) + N4-benzoyl-2'-deoxycytidine (4836-13-9) → (5'-O,4-N)-dibenzoyl-2'-deoxycytidine (4803-92-3)

Guidance literature:

With Candida antarctica lipase B; In tetrahydrofuran; at 60 ℃; for 40h;

DOI:10.1016/j.tetlet.2003.12.098

Reference yield: 70.0%

N4-benzoyl-2'-deoxycytidine (4836-13-9) + benzoic acid (65-85-0,8013-63-6) → (5'-O,4-N)-dibenzoyl-2'-deoxycytidine (4803-92-3)

Guidance literature:

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; In pyridine; for 5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)85111-5

Reference yield:

→ (5'-O,4-N)-dibenzoyl-2'-deoxycytidine (4803-92-3)

Guidance literature:

2'-Deoxy-cytidin, Benzoesaeureanhydrid, Py., Raumtemp., 4h, neben anderen Prodd.;

upstream raw materials:

N₄-benzoyl-2'-deoxycytidine

benzoic acid

vinyl benzoate

Downstream raw materials:

Benzoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-methoxymethoxy-tetrahydro-furan-2-ylmethyl ester

Benzoic acid (2R,3S,5R)-3-[(benzotriazol-1-yloxy)-methyl-phosphinoyloxy]-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Benzoic acid (2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3-[(2-chloro-phenoxy)-hydroxy-phosphoryloxy]-tetrahydro-furan-2-ylmethyl ester; compound with triethyl-amine

N₄,5'-O-dibenzoyl-3'-O-(tetrahydrofuranyl)-2'-deoxycytidine