N2-Isobutyryl-2'-deoxyguanosine

Base Information

• Chemical Name: N2-Isobutyryl-2'-deoxyguanosine
• CAS No.: 68892-42-2
• Molecular Formula: C14H19N5O5
• Molecular Weight: 337.335
• Hs Code.: 29349990
• Mol file: 68892-42-2.mol

Synonyms:2-N-Isobutyryl-2'-deoxyguanosine;N-Isobutyryldeoxyguanosine;N2-Isobutyryl-2'-deoxyguanosine;N2-Isobutyryldeoxyguanosine;

Chemical Property of N2-Isobutyryl-2'-deoxyguanosine

Chemical Property:

• Appearance/Colour: White to off-white powder
• Melting Point: ≥300 °C
• PKA: 9.16±0.20(Predicted)
• PSA: 142.36000
• Density: 1.72 g/cm³
• LogP: -0.57220
• Storage Temp.: −20°C

Purity/Quality:

99% ^*data from raw suppliers

2''-Deoxy-N-(2-methyl-1-oxopropyl)-guanosine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2''-Deoxy-N-(2-methyl-1-oxopropyl)-guanosine is used to prepare methylene carboxamide-linked dinucleotides as HIV-1 nucleocapsid protein NCp7 inhibitors.

Technology Process of N2-Isobutyryl-2'-deoxyguanosine

There total 2 articles about N2-Isobutyryl-2'-deoxyguanosine 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: 76.0%

N-isobutyryl-3',5'-di-O-levulinyl-2'-deoxyguanosine (440327-43-5) → N-isobutyryl-2'-deoxyguanosine (68892-42-2) + N2-isobutyryl-3'-O-levulinyl-2'-deoxyguanosine (93134-41-9)

Guidance literature:

With Candida antarctica lipase B; phosphate buffer; In 1,4-dioxane; at 40 ℃; for 14h; pH=7;

DOI:10.1021/jo020080k

Reference yield:

5'-O-dimethoxytrityl-N2-isobutyroyl-2'-deoxyguanosine (75759-63-6) → N-isobutyryl-2'-deoxyguanosine (68892-42-2) + triphenylmethyl alcohol (76-84-6)

Guidance literature:

With diethylaluminium chloride; In dichloromethane; Yield given; Ambient temperature;

DOI:10.1016/S0040-4039(00)87418-3

Reference yield: 96.0%

4,4'dimethoxy-4''-(1H,1H,2H,2H-perfluorodecyl)trityl chloride (865758-36-7) + N-isobutyryl-2'-deoxyguanosine (68892-42-2) → 5'-O-[4,4'-dimethoxy-4''-(1H,1H,2H,2H-perfluorodecyl)trityl]-N2-isobutyryl-2'-deoxyguanosine (865758-42-5)

Guidance literature:

With pyridine; at 20 ℃; for 18h;

DOI:10.1021/jo050795y

upstream raw materials:

5'-O-dimethoxytrityl-N²-isobutyroyl-2'-deoxyguanosine

N-isobutyryl-3',5'-di-O-levulinyl-2'-deoxyguanosine

Downstream raw materials:

5'-O-dimethoxytrityl-N-isobutyryldeoxyguanosine

4-[[(2R,3S,5R)-3-Hydroxy-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethoxy]-bis-(4-methoxy-phenyl)-methyl]-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester

C₅₅H₅₈ClN₁₀O₁₄P

C₅₂H₅₉N₁₀O₁₄P

Refernces

• 1、 Koester, H.,Sinha, N. D.. "DIALKYL ALUMINIUM CHLORIDE: A REAGENT FOR REMOVAL OF TRITYL GROUP FROM TRITYL ETHERS OF DEOXYNUCLEOSIDES, DEOXYNUCLEOTIDES, AND OLIGODEOXYNUCLEOTIDES". . p. 2641 - 2644. Retrieved 2007/10/02.