N-[(Phenylmethoxy)carbonyl]-L-valine 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-3-hydroxypropyl ester

Base Information

• Chemical Name: N-[(Phenylmethoxy)carbonyl]-L-valine 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-3-hydroxypropyl ester
• CAS No.: 194154-40-0
• Molecular Formula: C22H28N6O7
• Molecular Weight: 488.5
• Mol file: 194154-40-0.mol

Synonyms:L-Valine,N-[(phenylmethoxy)carbonyl]-,2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-3-hydroxypropyl ester;2-(2-Amino-1,6-dihydro-6-oxo-purin-9-yl)methoxy-3-hydroxy-1-propyl N-(benzyloxycarbonyl)-L-valinate;N-[(Phenylmethoxy)carbonyl]-L-valine 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-3-hydroxypropyl ester;

Chemical Property of N-[(Phenylmethoxy)carbonyl]-L-valine 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-3-hydroxypropyl ester

Chemical Property:

• Appearance/Colour: White solid
• PKA: 9.32±0.20(Predicted)
• PSA: 180.69000
• Density: 1.46 g/cm³
• LogP: 0.80030
• Storage Temp.: -20?C Freezer

Purity/Quality:

99% ^*data from raw suppliers

N-Carbobenzyloxy-L-valinyl-ganciclovir ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-Carbobenzyloxy-L-valinyl-ganciclovir (cas# 194154-40-0) is a compound useful in organic synthesis.

Technology Process of N-[(Phenylmethoxy)carbonyl]-L-valine 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-3-hydroxypropyl ester

There total 8 articles about N-[(Phenylmethoxy)carbonyl]-L-valine 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-3-hydroxypropyl ester 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: 90.0%

C26H37N6O10P → 2-(2-amino-1,6 dihydro-6-oxo-purine-9-yl)-methoxy-3-hydroxy-1-propyl-N-(benzyloxy carbonyl)-L-valinate (194154-40-0)

Guidance literature:

With hydrogenchloride; In methanol; water; at 50 - 60 ℃; for 4h;

Reference yield:

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) + 9-<(1-acetoxy-2-hydroxymethyl)ethoxymethyl>guanine (88110-89-8) → 2-(2-amino-1,6 dihydro-6-oxo-purine-9-yl)-methoxy-3-hydroxy-1-propyl-N-(benzyloxy carbonyl)-L-valinate (194154-40-0)

Guidance literature:

(S)-N-(benzyloxycarbonyl)valine; 9-<(1-acetoxy-2-hydroxymethyl)ethoxymethyl>guanine; With dicyclohexyl-carbodiimide; In dichloromethane; for 3 - 4h;

With dmap; In Duchlorom; N,N-dimethyl-formamide; at 25 ℃; for 12h;

Reference yield:

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) + 9-<<2-chloro-1-(hydroxymethyl)ethoxy>methyl>guanine (108436-36-8) → 2-(2-amino-1,6 dihydro-6-oxo-purine-9-yl)-methoxy-3-hydroxy-1-propyl-N-(benzyloxy carbonyl)-L-valinate (194154-40-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 10h;

upstream raw materials:

(S)-N-(benzyloxycarbonyl)valine

ganciclovir

9-<(1-acetoxy-2-hydroxymethyl)ethoxymethyl>guanine

2-(2-amino-1,6 dihydro-6-oxo-purine-9-yl)-methoxy-3 acetoxy-1-propyl-N-(benzyloxycarbonyl)-L-valinate

Downstream raw materials:

2-(2-amino-1,6-dihydro-6-oxo-purine-9-yl)-methoxy-3-hydroxy-1-propyl-L-valinate hydrochloride

valganciclovir hydrochloride

Refernces

• 1、 -. "A method for preparing valganciclovir hydrochloride". Paragraph 0018; 0033-0035. . Retrieved 2016/10/08.
• 2、 -. "Preparation of valganciclovir". Page/Page column 10. . Retrieved 2008/06/13.