5-O-Benzyl-2,3-didesoxy-3-dimethylamino-2-fluoro-β-D-xylofuranoside de methyle

Base Information

• Chemical Name: 5-O-Benzyl-2,3-didesoxy-3-dimethylamino-2-fluoro-β-D-xylofuranoside de methyle
• CAS No.: 143604-54-0
• Molecular Formula: C₁₅H₂₂FNO₃
• Molecular Weight: 283.343
• Mol file: 143604-54-0.mol

Synonyms:5-O-Benzyl-2,3-didesoxy-3-dimethylamino-2-fluoro-β-D-xylofuranoside de methyle

Chemical Property of 5-O-Benzyl-2,3-didesoxy-3-dimethylamino-2-fluoro-β-D-xylofuranoside de methyle

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-O-Benzyl-2,3-didesoxy-3-dimethylamino-2-fluoro-β-D-xylofuranoside de methyle

There total 9 articles about 5-O-Benzyl-2,3-didesoxy-3-dimethylamino-2-fluoro-β-D-xylofuranoside de methyle 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: 16.0%

5-O-Benzyl-2-desoxy-2-dimethylamino-3-O-methanesulfonyl-β-D-arabinofuranoside de methyle (143604-45-9) → 5-O-Benzyl-2,3-didesoxy-2-dimethylamino-3-fluoro-β-D-arabinofuranoside de methyle (143604-55-1) + 5-O-Benzyl-2,3-didesoxy-3-dimethylamino-2-fluoro-β-D-xylofuranoside de methyle (143604-54-0)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In acetonitrile; at 75 ℃; for 2h;

DOI:10.1016/S0040-4020(01)90122-X

Reference yield:

2,3-Anhydro-5-O-benzyl-β-D-ribofuranoside de methyle (20535-09-5) → 5-O-Benzyl-2,3-didesoxy-3-dimethylamino-2-fluoro-β-D-xylofuranoside de methyle (143604-54-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 22 percent / H₂O / 96 h / 100 °C

2: 97 percent / Et₃N / CH₂Cl₂ / 1.5 h / -30 °C

3: CD₃CN, D₂O / 2 h / 75 °C

4: H₂O / 20 h / 70 °C

5: 100 percent / Et₃N / CH₂Cl₂ / 2.5 h / -30 °C

6: Et₃N*3HF / acetonitrile

With [D₃]acetonitrile; water; water-d2; triethylamine tris(hydrogen fluoride); triethylamine; In dichloromethane; water; acetonitrile;

DOI:10.1016/S0040-4020(01)90122-X

Reference yield:

benzyl bromide (100-39-0) → 5-O-Benzyl-2,3-didesoxy-3-dimethylamino-2-fluoro-β-D-xylofuranoside de methyle (143604-54-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 98 percent / NaH / tetrahydrofuran / 2.5 h

2: 22 percent / H₂O / 96 h / 100 °C

3: 97 percent / Et₃N / CH₂Cl₂ / 1.5 h / -30 °C

4: CD₃CN, D₂O / 2 h / 75 °C

5: H₂O / 20 h / 70 °C

6: 100 percent / Et₃N / CH₂Cl₂ / 2.5 h / -30 °C

7: Et₃N*3HF / acetonitrile

With [D₃]acetonitrile; water; water-d2; sodium hydride; triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; dichloromethane; water; acetonitrile;

DOI:10.1016/S0040-4020(01)90122-X

upstream raw materials:

5-O-Benzyl-3-desoxy-3-dimethylamino-2-O-methanesulfonyl-β-D-xylofuranoside de methyle

5-O-Benzyl-2-desoxy-2-dimethylamino-3-O-methanesulfonyl-β-D-arabinofuranoside de methyle

2,3-Anhydro-5-O-benzyl-β-D-ribofuranoside de methyle

benzyl bromide