((5-(4-Amino-2-oxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxytetrahydro-furan-2-ylmethoxy)-hydroxy-phosphoryl}acetic acid

Base Information

• Chemical Name: ((5-(4-Amino-2-oxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxytetrahydro-furan-2-ylmethoxy)-hydroxy-phosphoryl}acetic acid
• CAS No.: 117626-95-6
• Molecular Formula: C₁₁H₁₄N₃O₉P*2Na
• Molecular Weight: 409.2
• DSSTox Substance ID: DTXSID30922483
• Mol file: 117626-95-6.mol

Synonyms:117626-95-6;((5-(4-Amino-2-oxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxytetrahydro-furan-2-ylmethoxy)-hydroxy-phosphoryl}acetic acid;117627-17-5;DTXSID30922483;((5-(4-Amino-2-oxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy)hydroxyphosphoryl)acetic acid;{[5-(4-Amino-2-oxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-hydroxy-phosphoryl}-acetic acid;2-[[(2R,3S,4R,5R)-5-(6-amino-2-oxo-1,6-dihydropyrimidin-3-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]acetic acid;4-Amino-1-{5-O-[(carboxymethyl)(hydroxy)phosphoryl]pentofuranosyl}-1,4-dihydropyrimidin-2-ol

Chemical Property of ((5-(4-Amino-2-oxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxytetrahydro-furan-2-ylmethoxy)-hydroxy-phosphoryl}acetic acid

Chemical Property:

• XLogP3: -6.6
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 6
• Exact Mass: 367.07806616
• Heavy Atom Count: 24
• Complexity: 585

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C(=O)NC1N)C2C(C(C(O2)COP(=O)(CC(=O)O)O)O)O
• Isomeric SMILES: C1=CN(C(=O)NC1N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(CC(=O)O)O)O)O

Technology Process of ((5-(4-Amino-2-oxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxytetrahydro-furan-2-ylmethoxy)-hydroxy-phosphoryl}acetic acid

There total 4 articles about ((5-(4-Amino-2-oxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxytetrahydro-furan-2-ylmethoxy)-hydroxy-phosphoryl}acetic acid 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:

{[(2R,3S,4R,5R)-5-(4-Amino-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-hydroxy-phosphoryl}-acetic acid ethyl ester → 5'-O-[(Carboxymethyl)hydroxyphosphinyl]cytidine Disodium Salt Dihydrate (117626-95-6)

Guidance literature:

With sodium hydroxide; water; In methanol; Yield given;

DOI:10.1002/(SICI)1521-3765(19980615)4:6<1106::AID-CHEM1106>3.0.CO;2-7

Reference yield:

{[(2R,3R,4R,5R)-3,4-Diacetoxy-5-(4-acetylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-hydroxy-phosphoryl}-acetic acid ethyl ester; compound with triethyl-amine → 5'-O-[(Carboxymethyl)hydroxyphosphinyl]cytidine Disodium Salt Dihydrate (117626-95-6)

Guidance literature:

Multi-step reaction with 2 steps

1: MeONa / methanol / 10 h / Ambient temperature

2: NaOH, H₂O / methanol

With sodium hydroxide; water; sodium methylate; In methanol;

DOI:10.1002/(SICI)1521-3765(19980615)4:6<1106::AID-CHEM1106>3.0.CO;2-7

Reference yield:

{[(3aR,4R,6R,6aR)-6-(4-Acetylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-hydroxy-phosphoryl}-acetic acid ethyl ester → 5'-O-[(Carboxymethyl)hydroxyphosphinyl]cytidine Disodium Salt Dihydrate (117626-95-6)

Guidance literature:

With sodium hydroxide; formic acid; Multistep reaction; 2.) 1 h;

DOI:10.1021/jm00122a014

upstream raw materials:

2',3'-O-isopropylidene-N⁴-acetylcytidine