Cbz-Valaciclovir

Base Information

• Chemical Name: Cbz-Valaciclovir
• CAS No.: 124832-31-1
• Molecular Formula: C21H26N6O6
• Molecular Weight: 458.474
• Hs Code.: 2933599550
• Mol file: 124832-31-1.mol

Synonyms:N-[(Phenylmethoxy)carbonyl]-L-valine 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl ester;2-[(2-Amino-6-oxo-1,6-dihydro-9H-purin-9-yl)methoxy]ethyl N-[(benzyloxy)carbonyl]-L-valinate;L-Valine,N-[(phenylmethoxy)carbonyl]-,2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl ester;

Chemical Property of Cbz-Valaciclovir

Chemical Property:

• Refractive Index: 1.644
• PKA: 9.34±0.20(Predicted)
• PSA: 163.45000
• Density: 1.429 g/cm³
• LogP: 2.14220
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-[(Phenylmethoxy)carbonyl]-L-valine2-[(2-Amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-[(Phenylmethoxy)carbonyl]-L-valine 2-[(2-Amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl Ester (Valaciclovir EP Impurity E; Valaciclovir USP Related Compound E) can be used for the synthesis of L-Valacyclovir Hydrochloride (V085000), which is a drug used to treat infections caused by certain types of viruses.

Technology Process of Cbz-Valaciclovir

There total 7 articles about Cbz-Valaciclovir 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: 87.2%

acycloguanosine (59277-89-3) + (S)-N-(benzyloxycarbonyl)valine (1149-26-4) → 2-[(2-amino-1,6-dihydro-6-oxo-9H-purine-9-yl)methoxy]ethyl N-[(benzyloxy)carbonyl]-L-valinate (124832-31-1)

Guidance literature:

(S)-N-(benzyloxycarbonyl)valine; With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at -5 - 0 ℃;

acycloguanosine; With dmap; In N,N-dimethyl-formamide; at -5 - 0 ℃; for 6h;

Reference yield: 77.2%

→ 2-[(2-amino-1,6-dihydro-6-oxo-9H-purine-9-yl)methoxy]ethyl N-[(benzyloxy)carbonyl]-L-valinate (124832-31-1)

Guidance literature:

Reference yield:

2-[(2-acetylamino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl N-[(benzyloxy)carbonyl]-L-valinate → 2-[(2-amino-1,6-dihydro-6-oxo-9H-purine-9-yl)methoxy]ethyl N-[(benzyloxy)carbonyl]-L-valinate (124832-31-1)

Guidance literature:

With triethylamine; In ethanol;

upstream raw materials:

acycloguanosine

(S)-N-(benzyloxycarbonyl)valine

9-[(acetoxyethoxy)methyl]guanine

2-(Dimethylamino)pyridine

Downstream raw materials:

valacyclovir Hydrochloride

Valacyclovir

Refernces

• 1、 Prasada Raju,Vedantham, Ravindra,Khunt, Mayur D.,Mathad, Vijayavitthal T.,Dubey, Pramod K.,Chakravarthy, Akula Kalyan. "An efficient and large scale process for synthesis of valacyclovir". experimental part. p. 4092 - 4098. Retrieved 2010/11/05.
• 2、 -. "Method for preparing amino acid esters of nucleoside analogues". Page/Page column 5. . Retrieved 2008/06/13.