p-Nitrophenyl thymidine 5'-monophosphate

Base Information

• Chemical Name: p-Nitrophenyl thymidine 5'-monophosphate
• CAS No.: 2304-08-7
• Molecular Formula: C16H18 N3 O10 P
• Molecular Weight: 443.307
• DSSTox Substance ID: DTXSID10937116
• Nikkaji Number: J781.125J
• Wikidata: Q27144457
• Metabolomics Workbench ID: 66842
• ChEMBL ID: CHEMBL596169
• Mol file: 2304-08-7.mol

Synonyms:p-nitrophenyl 5'-thymidine monophosphate;p-nitrophenyl-3'-thymidine-phosphate;p-Nph-5'-TMP;PNPpT;thymidine 5'-4-nitrophenyl phosphate;thymidine 5'-4-nitrophenyl phosphate, monosodium salt;4-nitrophenyl 3'-thymidylate;4-nitrophenyl 3'-thymidylate, monoammonium salt;thymidine 3'-phosphate 4-nitrophenyl ester

Chemical Property of p-Nitrophenyl thymidine 5'-monophosphate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 195.71000
• Density: 1.597g/cm³
• LogP: 1.12080
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 6
• Exact Mass: 443.07298078
• Heavy Atom Count: 30
• Complexity: 776

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)NC1=O)C2CC(C(O2)COP(=O)(O)OC3=CC=C(C=C3)[N+](=O)[O-])O
• Isomeric SMILES: CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)COP(=O)(O)OC3=CC=C(C=C3)[N+](=O)[O-])O

Technology Process of p-Nitrophenyl thymidine 5'-monophosphate

There total 5 articles about p-Nitrophenyl thymidine 5'-monophosphate 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:

thymidine 5'- (92220-88-7) → thymidine 5'-monophosphate para-nitrophenyl ester (2304-08-7)

Guidance literature:

With potassium phosphate; at 22 ℃;

DOI:10.1021/jm00378a036

Reference yield:

Bis(p-nitrophenyl) phosphate (645-15-8) → thymidine 5'-monophosphate para-nitrophenyl ester (2304-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) dicyclohexylcarbodiimide, sulfolane / 1.) 22 deg C, 30 min, 2.) 45 deg C, 16 h

2: aq. potassium phosphate / 22 °C

With sulfolane; potassium phosphate; dicyclohexyl-carbodiimide;

DOI:10.1021/jm00378a036

Reference yield:

thymidine (50-89-5,28854-96-8,3545-96-8,50-88-4) → thymidine 5'-monophosphate para-nitrophenyl ester (2304-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) dicyclohexylcarbodiimide, sulfolane / 1.) 22 deg C, 30 min, 2.) 45 deg C, 16 h

2: aq. potassium phosphate / 22 °C

With sulfolane; potassium phosphate; dicyclohexyl-carbodiimide;

DOI:10.1021/jm00378a036

upstream raw materials:

thymidine 5'-

4-nitro-phenol

Bis(p-nitrophenyl) phosphate

thymidine

Downstream raw materials:

thymidine 5'-phosphate

4-nitro-phenol

p-nitrophenolate

Refernces

• 1、 RAZZELL,KHORANA. "Studies on polynucleotides. III. Enzymic degradation; substrate specificity and properties of snake venom phosphodiesterase.". . p. 2105 - 2113. Retrieved 2007/11/06.