2'-DEOXY-5-METHYLISOCYTIDINE

Base Information

• Chemical Name: 2'-DEOXY-5-METHYLISOCYTIDINE
• CAS No.: 19316-88-2
• Molecular Formula: C10H15 N3 O4
• Molecular Weight: 241.24
• Mol file: 19316-88-2.mol

Synonyms:4(1H)-Pyrimidinone,2-amino-1-(2-deoxy-b-D-ribofuranosyl)-5-methyl- (8CI); 2'-Deoxy-5-methylisocytidine

Chemical Property of 2'-DEOXY-5-METHYLISOCYTIDINE

Chemical Property:

• Boiling Point: 492.8±55.0 °C(Predicted)
• PKA: 13.68±0.60(Predicted)
• PSA: 110.60000
• Density: 1 +-.0.1 g/cm3(Predicted)
• LogP: -0.64420

Purity/Quality:

97% ^*data from raw suppliers

2'-DECXY-5-METHYLISOCYTIDINE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2'-DEOXY-5-METHYLISOCYTIDINE

There total 3 articles about 2'-DEOXY-5-METHYLISOCYTIDINE 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: 99.0%

3,5'-cyclo-2'-deoxyguanosine (15425-09-9) → 2-amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-5-methylpyridin-4(1H)-one (19316-88-2)

Guidance literature:

With ammonia; In methanol; at 103 ℃; for 4h;

DOI:10.1002/hlca.19980810502

Reference yield:

5'-O-(p-toluenesulfonyl)thymidine (7253-19-2) → 2-amino-1-(2-deoxy-β-D-erythro-pentofuranosyl)-5-methylpyridin-4(1H)-one (19316-88-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / DBU / acetonitrile / 4.5 h / Heating

2: 99 percent / NH₃ / methanol / 4 h / 103 °C

With ammonia; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; acetonitrile;

DOI:10.1002/hlca.19980810502

Reference yield:

→ 1-(2'-Desoxy-ribofuranosyl)-5-methyl-isocytosin (19316-88-2)

Guidance literature:

5'-O-p-Toluolsulfonyl-thymidin, CH3OH, NH3;

upstream raw materials:

3,5'-cyclo-2'-deoxyguanosine

5'-O-(p-toluenesulfonyl)thymidine

Downstream raw materials:

N-benzoyldeoxy-5-methylisocytidine

5'-(dimethoxytrityl)-N-benzoyldeoxy-5-methylisocytidine

Diisopropyl-phosphoramidous acid (2R,3S,5R)-5-(2-benzoylamino-5-methyl-4-oxo-4H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

1-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-β-D-erythro-pentofuranosyl]-2-[(N,N-dimethylamino)methylidene]amino-5-methyl-4(1H)-pyrimidinone

Refernces

• 1、 Tor, Yitzhak,Dervan, Peter B.. "Site-specific enzymatic incorporation of an unnatural base, n6-(6-ammohexyl)isoguanosine, into RNA". . p. 4461 - 4467. Retrieved 2007/10/02.