6-aminocarbovir

Base Information

• Chemical Name: 6-aminocarbovir
• CAS No.: 124752-25-6
• Molecular Formula: C11H14 N6 O
• Molecular Weight: 246.2685
• Hs Code.: 2933599550
• Mol file: 124752-25-6.mol

Synonyms:2-Cyclopentene-1-methanol,4-(2,6-diamino-9H-purin-9-yl)-, (1S-cis)-

Chemical Property of 6-aminocarbovir

Chemical Property:

• Vapor Pressure: 1.21E-16mmHg at 25°C
• Melting Point: 180-182°C
• Boiling Point: 628.2°Cat760mmHg
• PKA: 14.86±0.10(Predicted)
• Flash Point: 333.7°C
• PSA: 115.87000
• Density: 1.75g/cm³
• LogP: 1.26260
• Storage Temp.: -20?C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

98%Min ^*data from raw suppliers

Descyclopropyl Abacavir ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 41-43
• Safety Statements: 26-36/37-39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Descyclopropyl Abacavir (Abacavir EP Impurity C; Abacavir Related Compound A) is an intermediate of Abacavir (A105000). Abacavir is a carbocyclic 2''-deoxyguanosine nucleoside reverse transcriptase inhibitor and an anti-HIV drug used to treat HIV infection (1). Intracellular enzymes convert Abacavir to its active form, carbovir-triphosphate (CBV-TP), which then selectively inhibits HIV reverse transcriptase by incorporating into viral DNA (2). Abacavir is metabolized in the liver by uridine diphosphate glucuronyltransferase and alcohol dehydrogenase resulting in inactive glucuronide and carboxylate metabolites, respectively. Abacavir Intermediate.

Technology Process of 6-aminocarbovir

There total 7 articles about 6-aminocarbovir 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%

9-[cis-(1'R,4'S)-4'-acetoxymethyl-2'-cyclopenten-1'-yl]-9H-2-amino-6-chloropurine (162992-44-1) → (1α,4α)-4-(2,6-Diamino-9H-purin-9-yl)-2-cyclopentenyl-carbinol (124752-25-6)

Guidance literature:

With ammonia; In methanol; at 120 ℃; for 48h;

DOI:10.1016/j.bmc.2008.01.046

Reference yield: 95.0%

((1S,4R)-4-(2,6-dichloro-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol (268737-87-7) → (1α,4α)-4-(2,6-Diamino-9H-purin-9-yl)-2-cyclopentenyl-carbinol (124752-25-6)

Guidance literature:

((1S,4R)-4-(2,6-dichloro-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol; With lithium azide; In ethanol; at 70 ℃;

With tin(ll) chloride; In ethanol; Heating / reflux;

Reference yield: 85.0%

→ (1α,4α)-4-(2,6-Diamino-9H-purin-9-yl)-2-cyclopentenyl-carbinol (124752-25-6)

Guidance literature:

upstream raw materials:

(1S,4R)-4-[2-amino-6-chloro-9H-purin-9-yl]-2-cyclopentene-1-methanol

carbovir

9-[cis-(1'R,4'S)-4'-acetoxymethyl-2'-cyclopenten-1'-yl]-9H-2-amino-6-chloropurine

((1S,4R)-4-(2,6-dichloro-9H-purin-9-yl)cyclopent-2-en-1-yl)methanol

Refernces

• 1、 Ando, Takayuki,Iwata, Masafumi,Zulfiqar, Fazila,Miyamoto, Tatsuya,Nakanishi, Masayuki,Kitade, Yukio. "Synthesis of 2-modified aristeromycins and their analogs as potent inhibitors against Plasmodium falciparum S-adenosyl-l-homocysteine hydrolase". . p. 3809 - 3815. Retrieved 2008.
• 2、 -. "PREPARATION OF SYNTHETIC NUCLEOSIDES VIA π-ALLYL TRANSITION METAL COMPLEX FORMATION". Page/Page column 44; 47. . Retrieved 2009/04/25.