9H-Purine-9-ethanol, 6-amino-a-methyl-

Base Information

• Chemical Name: 9H-Purine-9-ethanol, 6-amino-a-methyl-
• CAS No.: 14047-26-8
• Molecular Formula: C8H11N5O
• Molecular Weight: 193.208
• Mol file: 14047-26-8.mol

Synonyms:9-(2-hydroxypropyl)-adenine;1-(6-amino-purin-9-yl)-propan-2-ol;6-amino-α-methyl-9H-purine-9-ethanol;9-(RS)-(2-Hydroxypropyl)adenine;(R,S)-9-(2-hydroxypropyl)adenine;9-(2-hydroxypropyl) adenine;

Chemical Property of 9H-Purine-9-ethanol, 6-amino-a-methyl-

Chemical Property:

• Melting Point: 192-193 °C
• Boiling Point: 457.7±55.0 °C(Predicted)
• PSA: 89.85000
• Density: 1.57±0.1 g/cm3(Predicted)
• LogP: 0.37050

Purity/Quality:

98% HPLC ^*data from raw suppliers

9-(2-Hydroxypropyl)adenine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9H-Purine-9-ethanol, 6-amino-a-methyl-

There total 4 articles about 9H-Purine-9-ethanol, 6-amino-a-methyl- 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: 92.0%

1,2-propylene cyclic carbonate (108-32-7) + adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) → 6-amino-α-methyl-9H-purine-9-ethanol (14047-26-8,712-00-5)

Guidance literature:

adenine; With sodium hydroxide; In N,N-dimethyl-formamide; at 25 - 30 ℃;

1,2-propylene cyclic carbonate; In N,N-dimethyl-formamide; at 25 - 125 ℃; for 15h;

DOI:10.1080/00304948.2013.798576

Reference yield: 85.0%

Benzoic acid 2-(6-amino-purin-9-yl)-1-methyl-ethyl ester (101967-10-6) → 6-amino-α-methyl-9H-purine-9-ethanol (14047-26-8,712-00-5)

Guidance literature:

With sodium methylate; In methanol;

Reference yield: 38.0%

1-bromo-2-propanol (19686-73-8) + adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) → 7-(2-hydroxypropyl)-7H-adenine (182626-47-7) + 6-amino-α-methyl-9H-purine-9-ethanol (14047-26-8,712-00-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 72h; Inert atmosphere;

DOI:10.1016/j.bmc.2009.02.030

upstream raw materials:

Benzoic acid 2-(6-amino-purin-9-yl)-1-methyl-ethyl ester

1-bromo-2-propanol

adenine

1,2-propylene cyclic carbonate

Downstream raw materials:

methyl hydrogen ({[1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methyl)phosphonate

(+/-)-0-(2-phosphonylmethoxypropyl)adenine

Refernces

• 1、 Chavakula, Ramadas,Mutyala, Narayanarao,Chennupati, Srinivasarao. "Synthesis of (E)-9-(Propen-1-yl)-9 H-adenine, a mutagenic impurity in tenofovir disoproxil fumarate". . p. 336 - 340. Retrieved 2013.
• 2、 Holy, Antonin,Kohoutova, Jitka,Merta, Ales,Votruba, Ivan. "9-(AMINOALKYL)-8-HYDROXYADENINES: PREPARATION, MECHANISM OF FORMATION AND USE IN AFFINITY CHROMATOGRAPHY OF S-ADENOSYL-L-HOMOCYSTEINE HYDROLASE". . p. 459 - 477. Retrieved 2007/10/02.