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

Base Information

• Chemical Name: 5-O-Benzyl-3-desoxy-3-dimethylamino-2-O-methanesulfonyl-α-D-xylofuranoside de methyle
• CAS No.: 143604-42-6
• Molecular Formula: C₁₆H₂₅NO₆S
• Molecular Weight: 359.444
• Mol file: 143604-42-6.mol

Synonyms:5-O-Benzyl-3-desoxy-3-dimethylamino-2-O-methanesulfonyl-α-D-xylofuranoside de methyle

Chemical Property of 5-O-Benzyl-3-desoxy-3-dimethylamino-2-O-methanesulfonyl-α-D-xylofuranoside de methyle

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-O-Benzyl-3-desoxy-3-dimethylamino-2-O-methanesulfonyl-α-D-xylofuranoside de methyle

There total 4 articles about 5-O-Benzyl-3-desoxy-3-dimethylamino-2-O-methanesulfonyl-α-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: 100.0%

methanesulfonyl chloride (124-63-0) + 5-O-Benzyl-3-desoxy-3-dimethylamino-α-D-xylofuranoside de methyle (143604-35-7) → 5-O-Benzyl-3-desoxy-3-dimethylamino-2-O-methanesulfonyl-α-D-xylofuranoside de methyle (143604-42-6)

Guidance literature:

With triethylamine; In dichloromethane; at -30 ℃; for 1h;

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

Reference yield:

methyl 2,3-anhydro-5-O-benzyl-α-D-ribofuranoside (20187-72-8) → 5-O-Benzyl-3-desoxy-3-dimethylamino-2-O-methanesulfonyl-α-D-xylofuranoside de methyle (143604-42-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) aq. NH₃, 2.) HCOOH / 1.) 100 deg C, 40 h, 2.) H₂O, 100 deg C, 2.5 h

2: 100 percent / Et₃N / CH₂Cl₂ / 1 h / -30 °C

With ammonium hydroxide; formic acid; triethylamine; In dichloromethane;

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

Reference yield:

benzyl bromide (100-39-0) → 5-O-Benzyl-3-desoxy-3-dimethylamino-2-O-methanesulfonyl-α-D-xylofuranoside de methyle (143604-42-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / NaH / tetrahydrofuran / 1.25 h

2: 1.) aq. NH₃, 2.) HCOOH / 1.) 100 deg C, 40 h, 2.) H₂O, 100 deg C, 2.5 h

3: 100 percent / Et₃N / CH₂Cl₂ / 1 h / -30 °C

With ammonium hydroxide; formic acid; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;

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

upstream raw materials:

methanesulfonyl chloride

5-O-Benzyl-3-desoxy-3-dimethylamino-α-D-xylofuranoside de methyle

methyl 2,3-anhydro-5-O-benzyl-α-D-ribofuranoside

benzyl bromide

Downstream raw materials:

5-O-benzyl-2,3-didesoxy-2-dimethylamino-3-fluoro-α-D-arabinofuranoside de methyle