5-<<(N,N-dimethylamino)methylene>amino>-7-chloro-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidin-2(3H)-one

Base Information

• Chemical Name: 5-<<(N,N-dimethylamino)methylene>amino>-7-chloro-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidin-2(3H)-one
• CAS No.: 123002-32-4
• Molecular Formula: C₃₄H₂₈ClN₅O₈S
• Molecular Weight: 702.144
• Mol file: 123002-32-4.mol

Synonyms:5-<<(N,N-dimethylamino)methylene>amino>-7-chloro-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidin-2(3H)-one

Chemical Property of 5-<<(N,N-dimethylamino)methylene>amino>-7-chloro-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidin-2(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-<<(N,N-dimethylamino)methylene>amino>-7-chloro-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidin-2(3H)-one

There total 2 articles about 5-<<(N,N-dimethylamino)methylene>amino>-7-chloro-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidin-2(3H)-one 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: 84.0%

5-amino-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidine-2,7(3H,6H)-dione (122970-39-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-<<(N,N-dimethylamino)methylene>amino>-7-chloro-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidin-2(3H)-one (123002-32-4)

Guidance literature:

With thionyl chloride; In dichloromethane; at 60 ℃; for 16h;

DOI:10.1021/jm00163a064

Reference yield:

5-aminothiazolo<4,5-d>pyrimidine-2,7(3H,6H)-dione (30161-97-8) → 5-<<(N,N-dimethylamino)methylene>amino>-7-chloro-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidin-2(3H)-one (123002-32-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) HMDS, (NH₄)2SO₄, 2.) trimethylsilyl trifluoromethanesulfonate / 1.) pyridine, reflux, 4 h, 2.) acetonitrile, RT, 16 h

2: 84 percent / thionyl chloride / CH₂Cl₂ / 16 h / 60 °C

With ammonium sulfate; thionyl chloride; trimethylsilyl trifluoromethanesulfonate; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane;

DOI:10.1021/jm00163a064

Reference yield: 67.0%

5-<<(N,N-dimethylamino)methylene>amino>-7-chloro-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidin-2(3H)-one (123002-32-4) → 5-amino-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)tetrazolo<5,1-f>thiazolo<4,5-d>pyrimidin-8(7H)-one (122970-49-4)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; for 72h; Ambient temperature;

DOI:10.1021/jm00163a064

upstream raw materials:

5-amino-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidine-2,7(3H,6H)-dione

N,N-dimethyl-formamide

5-aminothiazolo<4,5-d>pyrimidine-2,7(3H,6H)-dione

Downstream raw materials:

5-amino-6,7-dihydro-7-thioxo-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidin-2(3H)-one

5-amino-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)tetrazolo<5,1-f>thiazolo<4,5-d>pyrimidin-8(7H)-one