1,5-anhydro-6-O-monomethoxytrityl-2-(uracil-1-yl)-2,4-dideoxy-D-altritol

Base Information

• Chemical Name: 1,5-anhydro-6-O-monomethoxytrityl-2-(uracil-1-yl)-2,4-dideoxy-D-altritol
• CAS No.: 221278-48-4
• Molecular Formula: C₃₀H₃₀N₂O₆
• Molecular Weight: 514.578
• Mol file: 221278-48-4.mol

Synonyms:

Chemical Property of 1,5-anhydro-6-O-monomethoxytrityl-2-(uracil-1-yl)-2,4-dideoxy-D-altritol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,5-anhydro-6-O-monomethoxytrityl-2-(uracil-1-yl)-2,4-dideoxy-D-altritol

There total 10 articles about 1,5-anhydro-6-O-monomethoxytrityl-2-(uracil-1-yl)-2,4-dideoxy-D-altritol 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:

(4aR,7S,8R,8aS)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol (65190-39-8) → 1,5-anhydro-6-O-monomethoxytrityl-2-(uracil-1-yl)-2,4-dideoxy-D-altritol (221278-48-4)

Guidance literature:

Multi-step reaction with 10 steps

1: 98 percent / pyridine / 168 h / Ambient temperature

2: 95 percent / CF₃COOH / CH₂Cl₂ / 48 h / Ambient temperature

3: 90 percent / pyridine / Ambient temperature

4: DMAP / acetonitrile / 48 h / Ambient temperature

5: nBu₃SnH, AIBN / toluene / 1 h / 119 °C

6: 92 percent / NaOH / dioxane / 24 h / 55 °C

7: 27 percent / pyridine / 40 h / Ambient temperature

8: Et₃N / CH₂Cl₂ / 2 h / 5 °C

9: TBAF*3H₂O / tetrahydrofuran / 48 h / 50 °C

10: 1.) NaH / 1.) DMF, 100 deg C, 60 min, 2.) DMF, 120 deg C, 48 h

With pyridine; dmap; sodium hydroxide; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene; acetonitrile;

DOI:10.1080/15257779908043064

Reference yield:

1,5-anhydro-2,3-O-bis-pivaloyl-D-glucitol (221278-40-6) → 1,5-anhydro-6-O-monomethoxytrityl-2-(uracil-1-yl)-2,4-dideoxy-D-altritol (221278-48-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 90 percent / pyridine / Ambient temperature

2: DMAP / acetonitrile / 48 h / Ambient temperature

3: nBu₃SnH, AIBN / toluene / 1 h / 119 °C

4: 92 percent / NaOH / dioxane / 24 h / 55 °C

5: 27 percent / pyridine / 40 h / Ambient temperature

6: Et₃N / CH₂Cl₂ / 2 h / 5 °C

7: TBAF*3H₂O / tetrahydrofuran / 48 h / 50 °C

8: 1.) NaH / 1.) DMF, 100 deg C, 60 min, 2.) DMF, 120 deg C, 48 h

With pyridine; dmap; sodium hydroxide; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium hydride; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene; acetonitrile;

DOI:10.1080/15257779908043064

Reference yield:

1,5-anhydro-4,6-O-benzylidene-2,3-O-bis-pivaloyl-D-glucitol → 1,5-anhydro-6-O-monomethoxytrityl-2-(uracil-1-yl)-2,4-dideoxy-D-altritol (221278-48-4)

Guidance literature:

Multi-step reaction with 9 steps

1: 95 percent / CF₃COOH / CH₂Cl₂ / 48 h / Ambient temperature

2: 90 percent / pyridine / Ambient temperature

3: DMAP / acetonitrile / 48 h / Ambient temperature

4: nBu₃SnH, AIBN / toluene / 1 h / 119 °C

5: 92 percent / NaOH / dioxane / 24 h / 55 °C

6: 27 percent / pyridine / 40 h / Ambient temperature

7: Et₃N / CH₂Cl₂ / 2 h / 5 °C

8: TBAF*3H₂O / tetrahydrofuran / 48 h / 50 °C

9: 1.) NaH / 1.) DMF, 100 deg C, 60 min, 2.) DMF, 120 deg C, 48 h

With pyridine; dmap; sodium hydroxide; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; toluene; acetonitrile;

DOI:10.1080/15257779908043064

upstream raw materials:

uracil

1,5,:2,3-di-anhydro-6-O-monomethoxytrityl-4-deoxy-D-allitol

(4aR,7S,8R,8aS)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol

1,5-anhydro-2,3-O-bis-pivaloyl-D-glucitol

Downstream raw materials:

1,5-anhydro-6-O-monomethoxytrityl-2-(uracil-1-yl)-2,4-dideoxy-D-mannitol