CAS 502421-44-5

N-[(1,1-Dimethylethoxy)carbonyl]-L-valine 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl ester

Description:

N-[(1,1-Dimethylethoxy)carbonyl]-L-valine 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl ester, with CAS number 502421-44-5, is a chemical compound that features a complex structure incorporating both amino acid and purine derivatives. This compound is characterized by the presence of a valine moiety, which is an essential amino acid, and a purine base, contributing to its potential biological activity. The dimethylethoxycarbonyl group serves as a protective group, enhancing the compound's stability and solubility. The methoxy group attached to the purine structure may influence its interaction with biological targets, potentially affecting its pharmacological properties. This compound is of interest in medicinal chemistry and drug development, particularly in the context of designing molecules that can interact with nucleic acids or proteins. Its synthesis and characterization would typically involve standard organic chemistry techniques, and its properties would be assessed through various analytical methods to determine purity, stability, and biological efficacy.

Formula: C₁₈H₂₈N₆O₆

InChI: InChI=1/C18H28N6O6/c1-10(2)11(21-17(27)30-18(3,4)5)15(26)29-7-6-28-9-24-8-20-12-13(24)22-16(19)23-14(12)25/h8,10-11H,6-7,9H2,1-5H3,(H,21,27)(H3,19,22,23,25)/t11-/m0/s1

InChI key: InChIKey=FGLBYLSLCQBNHV-NSHDSACASA-N

SMILES: C(OCCOC([C@@H](NC(OC(C)(C)C)=O)[C@H](C)C)=O)N1C2=C(N=C1)C(=O)N=C(N)N2

Synonyms:

• (S)-2-((2-Imino-6-oxo-2,3-dihydro-1H-purin-9(6H)-yl)methoxy)ethyl 2-((tert-butoxycarbonyl)amino)-3-methylbutanoate
• 2-[(2-Amino-6-oxo-1,6-dihydro-9H-purin-9-yl)methoxy]ethyl N-(tert-butoxycarbonyl)-L-valinate
• <span class="text-smallcaps">L</span>-Valine, N-[(1,1-dimethylethoxy)carbonyl]-, 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl ester
• L-valine, N-[(1,1-dimethylethoxy)carbonyl]-, 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl ester
• N-[(1,1-Dimethylethoxy)carbonyl]-<span class="text-smallcaps">L</span>-valine 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl ester
• N-[(1,1-Dimethylethoxy)carbonyl]-L-valine 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl ester
• (S)-2-((2-Amino-6-oxo-1H-purin-9(6H)-yl)methoxy)ethyl 2-((tert-butoxycarbonyl)amino)-3-methylbutanoate
• Valaciclovir impurity S (Y0001655)
• Boc-Valacycloir
• N-tert-Butoxycarbonyl-L-valine-2-[(2-aMino-1,6-dihydro-6-oxo-9H-purin-9-yl)Methoxy]ethyl Ester
• Valacyclovir Impurity 30
• N-t-Boc-valacyclovir

VALACICLOVIR IMPURITY S CRS

CAS: 502421-44-5

VALACICLOVIR IMPURITY S CRS

Ref: 41-Y0001655

N-t-Boc Valacyclovir

CAS: 502421-44-5

Formula: C₁₈H₂₈N₆O₆

Color and Shape: Solid

Molecular weight: 424.4515

Ref: IN-DA00DFFQ

Valacyclovir Impurity 13

CAS: 502421-44-5

Formula: C₁₈H₂₈N₆O₆

Molecular weight: 424.46

Ref: 4Z-V-0132

Valaciclovir EP Impurity S

CAS: 502421-44-5

Formula: C₁₈H₂₈N₆O₆

Molecular weight: 424.5

Ref: ST-EA-CP-V4012

N-t-Boc Valacyclovir

Controlled Product

CAS: 502421-44-5

Applications N-t-Boc Valacyclovir (cas# 502421-44-5) is a compound useful in organic synthesis.

Formula: C₁₈H₂₈N₆O₆

Color and Shape: Neat

Molecular weight: 424.45

Ref: TR-B673500

N-t-Boc-valacyclovir

CAS: 502421-44-5

Valacyclovir is a prodrug that is hydrolyzed to acyclovir in the body. Valacyclovir is an ester of valine and cyclovir. The synthesis starts with the coupling of N-t-Boc-valine to 2,4-dichlorobenzyl alcohol. The product is then subjected to hydrolysis with hydrochloric acid in refluxing isopropanol, which yields N-t-Boc-valacyclovir. Hydrolysis of this compound under basic conditions gives the desired acyclovir. Acetylation of the hydroxyl group on the side chain of valine forms a methyl ester, which can be cleaved using an acidic solution (e.g., HCl) to give valacyclovir.

Formula: C₁₈H₂₈N₆O₆

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 424.45 g/mol

Ref: 3D-FB18986

N-t-Boc-valacyclovir-d8

Controlled Product

CAS: 502421-44-5

Applications N-t-Boc-valacyclovir-d8 is an intermediate in the synthesis of Valacyclovir-d8 Hydrochloride, a labeled impurity of Acyclovir (A192400), an orally active acyclic nucleoside with inhibitory activity towards several herpes viruses. Antiviral.
References Collins, P., et al.: J. Antimicrob. Chemother., 5, 431 (1979); Matsumoto, H., et al.: Chem. Pharm. Bull., 36, 1153 (1988); Whitley, R.J., et al.: N. Engl. J. Med., 327, 782 (1992)

Formula: C₁₈D₈H₂₀N₆O₆

Color and Shape: Neat

Molecular weight: 432.501

Ref: TR-B673503