1-deaza-FAD

Base Information

• Chemical Name: 1-deaza-FAD
• CAS No.: 57818-88-9
• Molecular Formula: C28H34 N8 O15 P2
• Molecular Weight: 784.57
• Mol file: 57818-88-9.mol

Synonyms:Pyrimido[4,5-b]quinoline,adenosine 5'-(trihydrogen diphosphate) deriv.; 5-Deaza-FAD; 5-Deazaflavinadenine dinucleotide

Chemical Property of 1-deaza-FAD

Chemical Property:

• PSA: 369.66000
• Density: 2.02g/cm³
• LogP: -1.18940

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-deaza-FAD

There total 17 articles about 1-deaza-FAD 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:

4-amino-o-xylene (95-64-7) → 5-deazaflavin adenine dinucleotide (57818-88-9)

Guidance literature:

Multi-step reaction with 15 steps

1: 67.2 percent / ammonium chloride / methanol / 1 h / Heating

2: 75 percent / H₂ / 10 percent Pd/C / dimethylformamide / 1 h / 3102.9 Torr

3: 68 percent

4: 90 percent / perchloric acid / 2 h / 20 °C

5: 85 percent / POCl₃

6: 96 percent / anhydrous hydrogen chloride / methanol / 18 h / 20 °C

7: 94 percent / pyridine / 60 h

8: 87 percent / mesitylenesulphonic acid / acetonitrile / 58 h / 20 °C

9: NaBH₄ / methanol

10: 54 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 110 h / 20 °C

11: pyridine, 1-methylimidazole, acetonitrile / tetrahydrofuran / 3 h

12: 72 percent / 1-methylimidazole / tetrahydrofuran / 56 h / 20 °C

13: triethylamine; pyridine; H₂O / 16 h / 20 °C

14: dimethylformamide / 28 h / 50 °C

15: HCl / 120 h / 20 °C

With pyridine; 1-methyl-1H-imidazole; hydrogenchloride; sodium tetrahydroborate; perchloric acid; mesitylene sulfonic acid; ammonium chloride; tetrabutyl ammonium fluoride; hydrogen; acetonitrile; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; water; triethylamine; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

β-D-ribofuranose (36468-53-8) → 5-deazaflavin adenine dinucleotide (57818-88-9)

Guidance literature:

Multi-step reaction with 15 steps

1: 67.2 percent / ammonium chloride / methanol / 1 h / Heating

2: 75 percent / H₂ / 10 percent Pd/C / dimethylformamide / 1 h / 3102.9 Torr

3: 68 percent

4: 90 percent / perchloric acid / 2 h / 20 °C

5: 85 percent / POCl₃

6: 96 percent / anhydrous hydrogen chloride / methanol / 18 h / 20 °C

7: 94 percent / pyridine / 60 h

8: 87 percent / mesitylenesulphonic acid / acetonitrile / 58 h / 20 °C

9: NaBH₄ / methanol

10: 54 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 110 h / 20 °C

11: pyridine, 1-methylimidazole, acetonitrile / tetrahydrofuran / 3 h

12: 72 percent / 1-methylimidazole / tetrahydrofuran / 56 h / 20 °C

13: triethylamine; pyridine; H₂O / 16 h / 20 °C

14: dimethylformamide / 28 h / 50 °C

15: HCl / 120 h / 20 °C

With pyridine; 1-methyl-1H-imidazole; hydrogenchloride; sodium tetrahydroborate; perchloric acid; mesitylene sulfonic acid; ammonium chloride; tetrabutyl ammonium fluoride; hydrogen; acetonitrile; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; water; triethylamine; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

3,4-xylidino-D-ribofuranoside (111619-05-7) → 5-deazaflavin adenine dinucleotide (57818-88-9)

Guidance literature:

Multi-step reaction with 14 steps

1: 75 percent / H₂ / 10 percent Pd/C / dimethylformamide / 1 h / 3102.9 Torr

2: 68 percent

3: 90 percent / perchloric acid / 2 h / 20 °C

4: 85 percent / POCl₃

5: 96 percent / anhydrous hydrogen chloride / methanol / 18 h / 20 °C

6: 94 percent / pyridine / 60 h

7: 87 percent / mesitylenesulphonic acid / acetonitrile / 58 h / 20 °C

8: NaBH₄ / methanol

9: 54 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 110 h / 20 °C

10: pyridine, 1-methylimidazole, acetonitrile / tetrahydrofuran / 3 h

11: 72 percent / 1-methylimidazole / tetrahydrofuran / 56 h / 20 °C

12: triethylamine; pyridine; H₂O / 16 h / 20 °C

13: dimethylformamide / 28 h / 50 °C

14: HCl / 120 h / 20 °C

With pyridine; 1-methyl-1H-imidazole; hydrogenchloride; sodium tetrahydroborate; perchloric acid; mesitylene sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; acetonitrile; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; water; triethylamine; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

β-D-ribofuranose

3,4-dimethyl-N-ribitylaniline

4-amino-o-xylene

5-deazariboflavin

Refernces

• 1、 Smit, P.,Stork, G. A.,van der Plas, H. C.,den Hartog, J. A. J.,van der Marel, G. A.,van Boom, J. H.. "Synthesis of 5-deazaflavin adenine dinucleotide (5-dFAD) using a modified triester approach". . p. 538 - 543. Retrieved 2007/10/02.