Cyclic-hpmpc

Base Information

• Chemical Name: Cyclic-hpmpc
• CAS No.: 127757-45-3
• Molecular Formula: C8H12 N3 O5 P
• Molecular Weight: 261.174
• UNII: BO8PRP86RH
• DSSTox Substance ID: DTXSID00155660
• Nikkaji Number: J604.855B,J768.791E
• Wikidata: Q83023618
• ChEMBL ID: CHEMBL392630
• Mol file: 127757-45-3.mol

Synonyms:1-(((S)-2-Hydroxy-2-oxo-1,4,2-dioxaphosphorinan-5-yl)methyl)cytosine (cyclic HPMPC);1-((-2-Hydroxy-2-oxo-1,4,2-dioxaphosphorinan-5-yl)methyl)cytosine (cyclic HPMPC);1-((2-hydroxy-2-oxo-1,4,2-dioxaphosphorinan-5-yl)methyl)cytosine;2-HO-DOPM cHPMPC;cHPMPC;cyclic HPMPC;cyclic-1-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine;cyclic-HPMPC

Chemical Property of Cyclic-hpmpc

Chemical Property:

• Vapor Pressure: 3.57E-11mmHg at 25°C
• Boiling Point: 495.6°Cat760mmHg
• Flash Point: 253.5°C
• PSA: 127.47000
• Density: 1.83g/cm³
• LogP: -0.27380
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 261.05145749
• Heavy Atom Count: 17
• Complexity: 435

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OCP(=O)(O1)O)CN2C=CC(=NC2=O)N
• Isomeric SMILES: C1[C@@H](OCP(=O)(O1)O)CN2C=CC(=NC2=O)N

Technology Process of Cyclic-hpmpc

There total 10 articles about Cyclic-hpmpc 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:

methyl (S)-2-((S)-2-amino-3-methyl-butyrylamino)-3-[(S)-5-(4-amino-2-oxo-2H-pyrimidin-1ylmethyl)-2-oxido-1,4,2-dioxaphosphinan-2-yloxy]propanoate → Ser-cHPMPC (1224569-63-4) + Val-Ser-HPMPC + cyclic cidofovir (127757-45-3) + cidofovir (113852-37-2)

Guidance literature:

With recombinant puromycin-sensitive aminopeptidase; sodium chloride; In water; at 37 ℃; pH=7.4; Kinetics; aq. buffer; Enzymatic reaction;

DOI:10.1016/j.antiviral.2009.12.003

Reference yield:

methyl (2R)-2-amino-3-(4-{[(2R,5S)-5-[(4-amino-2-oxo-2H-pyrimidin-1-yl)methyl]-2-oxo-1,4,2λ5-dioxaphosphinan-2-yl]oxy}phenyl)-propanoate → C18H25N4O8P + cyclic cidofovir (127757-45-3)

Guidance literature:

With water; at 37 ℃; for 2.1h; pH=7.4; Reactivity; Phosphate buffer;

Reference yield:

propan-2-yl (2S)-2-amino-3-(4-{[(2S,5S)-5-[(4-amino-2-oxo-2H-pyrimidin-1-yl)methyl]-2-oxo-1,4,2λ5-dioxaphosphinan-2-yl]oxy}phenyl)-propanoate (1322511-05-6) → C20H29N4O8P + cyclic cidofovir (127757-45-3)

Guidance literature:

With water; at 37 ℃; for 0.366667h; pH=7.4; Reactivity; Phosphate buffer;

upstream raw materials:

chloromethylphosphonic dichloride

propan-2-yl (2S)-2-amino-3-(4-{[(2S,5S)-5-[(4-amino-2-oxo-2H-pyrimidin-1-yl)methyl]-2-oxo-1,4,2λ5-dioxaphosphinan-2-yl]oxy}phenyl)-propanoate

propan-2-yl (2S)-2-amino-3-(4-{[(2R,5S)-5-[(4-amino-2-oxo-2H-pyrimidin-1-yl)methyl]-2-oxo-1,4,2λ5-dioxaphosphinan-2-yl]oxy}phenyl)-propanoate

Downstream raw materials:

hexadecyloxypropyl-cidofovir