6-Chloro-9-[(2R)-3,5-di-O-benzoyl-2-deoxy-2-fluoro-2-Methyl-b-D-erythro-pentofuranosyl]-9H-purin-2-aMine

Base Information

• Chemical Name: 6-Chloro-9-[(2R)-3,5-di-O-benzoyl-2-deoxy-2-fluoro-2-Methyl-b-D-erythro-pentofuranosyl]-9H-purin-2-aMine
• CAS No.: 1199809-26-1
• Molecular Formula: C25H21ClFN5O5
• Molecular Weight: 525.924
• Mol file: 1199809-26-1.mol

Synonyms:6-Chloro-9-[(2R)-3,5-di-O-benzoyl-2-deoxy-2-fluoro-2-Methyl-b-D-erythro-pentofuranosyl]-9H-purin-2-aMine;6-Chloro-9-[(2R)-3,5-di-O-benzoyl-2-deoxy-2-fluoro-2-methyl-beta-D-erythro-pentofuranosyl]-9H-purin-2-amine

Chemical Property of 6-Chloro-9-[(2R)-3,5-di-O-benzoyl-2-deoxy-2-fluoro-2-Methyl-b-D-erythro-pentofuranosyl]-9H-purin-2-aMine

Chemical Property:

• Melting Point: 160-162℃
• PSA: 132.18000
• Density: 1.52
• LogP: 3.70020

Purity/Quality:

≥99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Chloro-9-[(2R)-3,5-di-O-benzoyl-2-deoxy-2-fluoro-2-Methyl-b-D-erythro-pentofuranosyl]-9H-purin-2-aMine

There total 17 articles about 6-Chloro-9-[(2R)-3,5-di-O-benzoyl-2-deoxy-2-fluoro-2-Methyl-b-D-erythro-pentofuranosyl]-9H-purin-2-aMine 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: 70.0%

(((2R,3R,4R,5R)-3-(benzoyloxy)-5-bromo-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate) (1199809-24-9) + 2-Amino-6-chloropurin (10310-21-1) → (2R,3R,4R,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-2-((benzoyloxy)methyl)-4-fluoro-4-methyltetrahydrofuran-3-yl benzoate (1199809-26-1)

Guidance literature:

2-Amino-6-chloropurin; With potassium tert-butylate; In tert-butyl alcohol; for 0.5h;

(((2R,3R,4R,5R)-3-(benzoyloxy)-5-bromo-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate); In acetonitrile; tert-butyl alcohol; at 50 ℃; for 16h;

Reference yield: 57.0%

(((2R,3R,4R,5R)-3-(benzoyloxy)-5-bromo-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate) (1199809-24-9) + 2-amino-6-chloropurine (10310-21-1) → (2R,3R,4R,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-2-((benzoyloxy)methyl)-4-fluoro-4-methyltetrahydrofuran-3-yl benzoate (1199809-26-1)

Guidance literature:

2-amino-6-chloropurine; With potassium tert-butylate; In tert-butyl alcohol; at 30 ℃; for 0.75h; Inert atmosphere;

(((2R,3R,4R,5R)-3-(benzoyloxy)-5-bromo-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate); In acetonitrile; tert-butyl alcohol; at 65 ℃; for 16h;

Reference yield:

(((2R,3R,4R,5R)-3-(benzoyloxy)-5-bromo-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate) (1199809-24-9) + 2-amino-6-chloropurine (10310-21-1) → (2R,3R,4R,5S)-5-(2-amino-6-chloro-9H-purin-9-yl)-2-(benzoyloxymethyl)-4-fluoro-4-methyltetrahydrofuran-3-yl benzoate (1233335-83-5) + (2R,3R,4R,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-2-((benzoyloxy)methyl)-4-fluoro-4-methyltetrahydrofuran-3-yl benzoate (1199809-26-1)

Guidance literature:

2-amino-6-chloropurine; With potassium tert-butylate; In tert-butyl alcohol; at 20 ℃; Inert atmosphere;

(((2R,3R,4R,5R)-3-(benzoyloxy)-5-bromo-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate); In acetonitrile; tert-butyl alcohol; at 20 - 50 ℃; for 22.0167h; Inert atmosphere;

upstream raw materials:

(((2R,3R,4R,5R)-3-(benzoyloxy)-5-bromo-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate)

2-amino-6-chloropurine

2-Amino-6-chloropurin

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Downstream raw materials:

(2R,3R,4R,5R)-5-(2-amino-6-methoxy-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)-4-methyltetrahydrofuran-3-ol

(2R,3R,4R,5R)-5-(2-amino-6-(benzyloxy)-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)-4-methyltetrahydrofuran-3-ol

(2R,3R,4R,5R)-5-(2-amino-6-ethoxy-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)-4-methyltetrahydrofuran-3-ol

PSI-938