2'-Amino-2'-deoxycytidine

Base Information

• Chemical Name: 2'-Amino-2'-deoxycytidine
• CAS No.: 26889-42-9
• Molecular Formula: C9H14 N4 O4
• Molecular Weight: 242.235
• Hs Code.: 2922199090
• DSSTox Substance ID: DTXSID30424316
• Wikidata: Q72435558
• Mol file: 26889-42-9.mol

Synonyms:2'-Amino-2'-deoxycytidine;26889-42-9;4-amino-1-[(2R,3R,4S,5R)-3-amino-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one;Cytidine, 2'-amino-2'-deoxy-;SCHEMBL30116;2'-AMINO-D-CYTIDINE;2'-deoxy-2'-amino-cytidine;2'-Amino-2'-deoxy-D-cytidine;DTXSID30424316;MFCD08704193;AKOS016003846;AC-9549;A877109;J-700330;2(1H)-pyrimidinone, 4-amino-1-(2-amino-2-deoxy-b-D-ribofuranosyl)-;4-amino-1-[(2R,3R,4S,5R)-3-amino-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one;4-amino-1-[(2R,3R,4S,5R)-3-amino-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one

Chemical Property of 2'-Amino-2'-deoxycytidine

Chemical Property:

• Boiling Point: 531.3±60.0 °C(Predicted)
• PKA: 13.66±0.70(Predicted)
• PSA: 136.62000
• Density: 1.89±0.1 g/cm3(Predicted)
• LogP: -1.31510
• Storage Temp.: 2-8°C
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 242.10150494
• Heavy Atom Count: 17
• Complexity: 383

Purity/Quality:

98%,99%, ^*data from raw suppliers

2''-Amino-2''-deoxycytidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)O)N
• Isomeric SMILES: C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)N
• Uses: 2''-Amino-2''-deoxycytidine is an antisense oligonucleotide analogs for therapeutic treatment or prevention of lysosomal acid lipase deficiency

Technology Process of 2'-Amino-2'-deoxycytidine

There total 1 articles about 2'-Amino-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:

→ 2'-amino-2'-deoxycytidine (26889-42-9)

Guidance literature:

III, H2/Pd/C;

DOI:10.1248/cpb.25.265

Reference yield: 93.0%

trifluoroacetic anhydride (407-25-0) + 2'-amino-2'-deoxycytidine (26889-42-9) → 2'-deoxy-2'-trifluoroacetamidocytidine (84715-67-3)

Guidance literature:

In dichloromethane; for 24h; Ambient temperature;

DOI:10.1002/jhet.5570190533

Reference yield:

2'-amino-2'-deoxycytidine (26889-42-9) → 3',5'-di-O-acetyl-2'-deoxy-2'-acetamido-N4-acetylcytidine (84715-68-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / CH₂Cl₂ / 24 h / Ambient temperature

2: 19 percent / CH₂Cl₂; pyridine / Ambient temperature; overnight

In pyridine; dichloromethane;

DOI:10.1002/jhet.5570190533

Downstream raw materials:

2'-deoxy-2'-trifluoroacetamidocytidine

3',5'-di-O-acetyl-2'-deoxy-2'-acetamido-N⁴-acetylcytidine

Refernces

• 1、 Verheyden et al.. "-". . p. 250. Retrieved 1971.