9-[[2-(α-L-Alanyloxy)ethoxy]methyl]guanine Hydrochloride

Base Information

• Chemical Name: 9-[[2-(α-L-Alanyloxy)ethoxy]methyl]guanine Hydrochloride
• CAS No.: 84499-63-8
• Molecular Formula: C₁₁H₁₆N₆O₄*ClH
• Molecular Weight: 332.747
• Mol file: 84499-63-8.mol

Synonyms:9-[[2-(|A-L-Alanyloxy)ethoxy]methyl]guanine Hydrochloride;2 inverted exclamation mark-O-|A-L-Alanylacyclovir;L-Alanine 2-[(2-| inverted exclamation markmino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl Ester,Monohydrochloride;

Chemical Property of 9-[[2-(α-L-Alanyloxy)ethoxy]methyl]guanine Hydrochloride

Chemical Property:

• Melting Point: 153-155°C
• PSA: 151.14000
• LogP: 0.64980
• Storage Temp.: -20?C Freezer
• Solubility.: Slightly Sol. Methanol, Water

Purity/Quality:

99% ^*data from raw suppliers

9-[[2-(α-L-Alanyloxy)ethoxy]methyl]guanineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A prodrug of Acyclovir. Also an impurity in the synthesis of valacyclovir (V085000)

Technology Process of 9-[[2-(α-L-Alanyloxy)ethoxy]methyl]guanine Hydrochloride

There total 2 articles about 9-[[2-(α-L-Alanyloxy)ethoxy]methyl]guanine Hydrochloride 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: 71.0%

2-Benzyloxycarbonylamino-propionic acid 2-(2-amino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethyl ester (84499-69-4) → 9-<<2-(α-alanyloxy)ethoxy>methyl>guanine hydrochloride (84499-63-8)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; water; for 2h; under 2068.6 Torr;

DOI:10.1021/jm00358a029

Reference yield:

acycloguanosine (59277-89-3) → 9-<<2-(α-alanyloxy)ethoxy>methyl>guanine hydrochloride (84499-63-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / p-TsOH, N,N'-dicyclohexylcarbodiimide, pyridine / 24 h / Ambient temperature

2: 71 percent / H₂, 0.5N HCl / 10percent Pd/C / H₂O; methanol / 2 h / 2068.6 Torr

With pyridine; hydrogenchloride; hydrogen; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; water;

DOI:10.1021/jm00358a029

upstream raw materials:

2-Benzyloxycarbonylamino-propionic acid 2-(2-amino-6-oxo-1,6-dihydro-purin-9-ylmethoxy)-ethyl ester

acycloguanosine

Refernces