(R,S)-9-<4-acetoxy-3-(hydroxymethyl)but-1-yl>-2-aminopurine

Base Information

• Chemical Name: (R,S)-9-<4-acetoxy-3-(hydroxymethyl)but-1-yl>-2-aminopurine
• CAS No.: 120687-07-2
• Molecular Formula: C₁₂H₁₇N₅O₃
• Molecular Weight: 279.299
• Mol file: 120687-07-2.mol

Synonyms:(R,S)-9-<4-acetoxy-3-(hydroxymethyl)but-1-yl>-2-aminopurine

Chemical Property of (R,S)-9-<4-acetoxy-3-(hydroxymethyl)but-1-yl>-2-aminopurine

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R,S)-9-<4-acetoxy-3-(hydroxymethyl)but-1-yl>-2-aminopurine

There total 7 articles about (R,S)-9-<4-acetoxy-3-(hydroxymethyl)but-1-yl>-2-aminopurine 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: 95.0%

Trimethyl orthoacetate (1445-45-0) + 6-deoxypenciclovir (104227-86-3) → (R,S)-9-<4-acetoxy-3-(hydroxymethyl)but-1-yl>-2-aminopurine (120687-07-2,104227-88-5)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1016/S0968-0896(99)00086-3

Reference yield: 89.7%

9-<4-acetoxy-3-(acetoxymethyl)butyl>-2-amino-6-chloro-9H-purine (97845-60-8) → 9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine (104227-87-4) + (R,S)-9-<4-acetoxy-3-(hydroxymethyl)but-1-yl>-2-aminopurine (120687-07-2,104227-88-5)

Guidance literature:

With water; ammonium formate; palladium on charcoal; In ethyl acetate; at 50 ℃; for 5h; Product distribution / selectivity;

Reference yield: 64.0%

9-<4-acetoxy-3-(acetoxymethyl)butyl>-2-amino-6-chloro-9H-purine (97845-60-8) → 9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine (104227-87-4) + 6-deoxypenciclovir (104227-86-3) + (R,S)-9-<4-acetoxy-3-(hydroxymethyl)but-1-yl>-2-aminopurine (120687-07-2,104227-88-5)

Guidance literature:

With ammonium formate; palladium on charcoal; In methanol; acetic acid methyl ester; at 40 ℃; for 6.16667h; Product distribution / selectivity;

upstream raw materials:

9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine

Trimethyl orthoacetate

6-deoxypenciclovir

9-<4-acetoxy-3-(acetoxymethyl)butyl>-2-amino-6-chloro-9H-purine

Downstream raw materials:

2-amino-9-(3-acetoxymethyl-4-isopropoxycarbonyloxybut-1-yl)purine

Refernces

• 1、 -. "PROCESS FOR PREPARING FAMCICLOVIR". Page/Page column 6-8. . Retrieved 2008/06/13.
• 2、 Kim, Dae-Kee,Lee, Namkyu,Ryu, Do Hyun,Kim, Young-Woo,Kim, Jae-Sun,Chang, Kieyoung,Im, Guang-Jin,Choi, Won-Son,Cho, Yong-Baik,Kim, Key H.,Colledge, Danni,Locarnini, Stephen. "Synthesis and evaluation of 2-amino-9-(3-acyloxymethyl-4-alkoxycarbonyloxybut-1-yl)purines and 2-Amino-9-(3-alkoxycarbonyloxymethyl-4-alkoxycarbonyloxybut-1-yl)purines as potential prodrugs of penciclovir". . p. 1715 - 1725. Retrieved 2007/10/03.