Propanamide, N-(6,7-dihydro-6-oxo-1H-purin-2-yl)-2-methyl-

Base Information

• Chemical Name: Propanamide, N-(6,7-dihydro-6-oxo-1H-purin-2-yl)-2-methyl-
• CAS No.: 21047-89-2
• Molecular Formula: C9H11N5O2
• Molecular Weight: 221.219
• Hs Code.: 2933990090
• Mol file: 21047-89-2.mol

Synonyms:Propanamide,N-(6,7-dihydro-6-oxo-1H-purin-2-yl)-2-methyl- (9CI);Propionamide,N-(6-hydroxypurin-2-yl)-2-methyl- (8CI);N2-Isobutyrylguanine;NSC 637538;

Chemical Property of Propanamide, N-(6,7-dihydro-6-oxo-1H-purin-2-yl)-2-methyl-

Chemical Property:

• Melting Point: >300 °C
• PKA: 9.15±0.20(Predicted)
• PSA: 103.53000
• Density: 1.61 g/cm³
• LogP: 0.31370
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

98%, ^*data from raw suppliers

N-(6,7-Dihydro-6-oxo-1H-purin-2-yl)-2-methylpropanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-(6,7-Dihydro-6-oxo-1H-purin-2-yl)-2-methylpropanamide is applied in the enzymic transglycosylation of purine nucleobases in synthesis of purine nucleosides.

Technology Process of Propanamide, N-(6,7-dihydro-6-oxo-1H-purin-2-yl)-2-methyl-

There total 6 articles about Propanamide, N-(6,7-dihydro-6-oxo-1H-purin-2-yl)-2-methyl- 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: 98.0%

2-amino-1,9-dihydro-6H-purin-6-one (73-40-5) + 2-Methylpropionic anhydride (97-72-3) → 2-N-isobutyrylguanine (21047-89-2)

Guidance literature:

In N,N-dimethyl-formamide; at 155 ℃; for 3h;

DOI:10.1016/S0385-5414(07)81201-9

Reference yield: 90.0%

2-Methylpropionic anhydride (97-72-3) + guanine (73-40-5) → 1,7-dihydro-2-(isobutyroyl)amino-6H-purin-6-one (21047-89-2)

Guidance literature:

In N,N-dimethyl-formamide; at 150 ℃; for 7h;

DOI:10.1055/s-2005-868503

Reference yield: 90.0%

2-amino-1,9-dihydro-6H-purin-6-one (73-40-5) + Isovaleric anhydride (1468-39-9) → 2-N-isobutyrylguanine (21047-89-2)

Guidance literature:

In N,N-dimethyl-formamide; at 150 ℃; for 2h;

DOI:10.1080/15257770.2019.1666139

upstream raw materials:

2-amino-1,9-dihydro-6H-purin-6-one

isobutyryl chloride

2-Methylpropionic anhydride

Isovaleric anhydride

Downstream raw materials:

(2-Isobutyrylamino-6-oxo-1,6-dihydropurin-9-yl)acetic acid tert-butyl ester

(2-Isobutyrylamino-6-oxo-1,6-dihydropurin-7-yl)acetic acid tert-butyl ester

7-(2-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxy-5-O-methanesulfonyl-β-D-erythro-pentofuranosyl)-2-N-isobutyrylguanine

N-[9-[(2R,3R,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-6-oxo-1H-purin-2-yl]-2-methylpropanamide

Refernces

• 1、 -. "CYCLOPENTYL NUCLEOSIDE ANALOGS AS ANTI-VIRALS". Paragraph 0294. . Retrieved 2020/07/07.
• 2、 Schlegel, Mark K.,Foster, Donald J.,Kel'In, Alexander V.,Zlatev, Ivan,Bisbe, Anna,Jayaraman, Muthusamy,Lackey, Jeremy G.,Rajeev, Kallanthottathil G.,Charissé, Klaus,Harp, Joel,Pallan, Pradeep S.,Maier, Martin A.,Egli, Martin,Manoharan, Muthiah. "Chirality Dependent Potency Enhancement and Structural Impact of Glycol Nucleic Acid Modification on siRNA". supporting information. p. 8537 - 8546. Retrieved 2017/07/06.