Fosteabine

Base Information

• Chemical Name: Fosteabine
• CAS No.: 73532-83-9
• Molecular Formula: C₂₇H₅₀N₃O₈P
• Molecular Weight: 575.683
• UNII: KU897BCV4O
• Nikkaji Number: J261.908C
• Wikidata: Q27282445
• Mol file: 73532-83-9.mol

Synonyms:1-arabinofuranosylcytosine-5'-stearylphosphate;cytarabine ocfosfate;Fosteabine;stearyl-ara-CMP;YNK 01;YNK-01

Chemical Property of Fosteabine

Chemical Property:

• Vapor Pressure: 2.14E-23mmHg at 25°C
• Boiling Point: 711.6°C at 760 mmHg
• PKA: 1.44±0.50(Predicted)
• Flash Point: 384.2°C
• PSA: 176.17000
• Density: 1.28g/cm³
• LogP: 5.42100
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 22
• Exact Mass: 575.33355256
• Heavy Atom Count: 39
• Complexity: 812

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCOP(=O)(O)OCC1C(C(C(O1)N2C=CC(=NC2=O)N)O)O
• Isomeric SMILES: CCCCCCCCCCCCCCCCCCOP(=O)(O)OC[C@@H]1[C@H]([C@@H]([C@@H](O1)N2C=CC(=NC2=O)N)O)O

Technology Process of Fosteabine

There total 2 articles about Fosteabine 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: 79.0%

Octadecylphosphocholine (65956-63-0) + arabinosyl cytosine (147-94-4) → cytarabine ocfosfate (73532-83-9)

Guidance literature:

With phospholipase D from Streptomyces sp. AA 586; In chloroform; water; at 45 ℃; for 6h; sodium acetate buffer, CaCl₂, pH=5.8;

Reference yield:

1-octadecanol (112-92-5) + N4,O2',O3'-triacetyl-ara-C-5'-phosphate tri-n-butylammonium salt (74481-46-2) → cytarabine ocfosfate (73532-83-9)

Guidance literature:

1-octadecanol; N₄,O₂',O₃'-triacetyl-ara-C-5'-phosphate tri-n-butylammonium salt; With pyridine; p-toluenesulfonyl chloride; at 40 ℃; for 3h;

With ammonia; water; In ethanol; chloroform;

With hydrogenchloride; In water; pH=2.5;

upstream raw materials:

Octadecylphosphocholine

arabinosyl cytosine

1-octadecanol

N₄,O₂',O₃'-triacetyl-ara-C-5'-phosphate tri-n-butylammonium salt

Refernces

• 1、 Shuto, Satoshi,Imamura, Shigeyuki,Fukukawa, Kiyofumi,Ueda, Tohru. "PHOSPHOLIPASE D-CATALYZED TRANS-ALKYLPHOSPHORYLATION: A FACILE ONE-STEP SYNTHESIS OF NUCLEOSIDE 5'-ALKYLPHOSPHATES". . p. 5020 - 5023. Retrieved 2007/10/02.