(-)-5-O-benzyl-6-O-(t-butyl)dimethylsilyl-4-deoxy-2,3-O-isopropylidene-D-lyxo-hexose

Base Information

• Chemical Name: (-)-5-O-benzyl-6-O-(t-butyl)dimethylsilyl-4-deoxy-2,3-O-isopropylidene-D-lyxo-hexose
• CAS No.: 128503-24-2
• Molecular Formula: C₂₂H₃₆O₅Si
• Molecular Weight: 408.61
• Mol file: 128503-24-2.mol

Synonyms:(-)-5-O-benzyl-6-O-(t-butyl)dimethylsilyl-4-deoxy-2,3-O-isopropylidene-D-lyxo-hexose

Chemical Property of (-)-5-O-benzyl-6-O-(t-butyl)dimethylsilyl-4-deoxy-2,3-O-isopropylidene-D-lyxo-hexose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-5-O-benzyl-6-O-(t-butyl)dimethylsilyl-4-deoxy-2,3-O-isopropylidene-D-lyxo-hexose

There total 8 articles about (-)-5-O-benzyl-6-O-(t-butyl)dimethylsilyl-4-deoxy-2,3-O-isopropylidene-D-lyxo-hexose 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: 94.0%

(-)-methyl 5-O-benzyl-6-O-t-butyldimethylsilyl-4-deoxy-2,3-O-isopropylidene-D-lyxo-hexonate (128503-23-1) → (-)-5-O-benzyl-6-O-(t-butyl)dimethylsilyl-4-deoxy-2,3-O-isopropylidene-D-lyxo-hexose (128503-24-2)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -65 ℃;

DOI:10.1016/S0040-4020(01)88356-3

Reference yield:

(+/-)-methyl 5-O-benzyl-6-O-t-butyldimethylsilyl-4-deoxy-2,3-O-isopropylidene-DL-lyxo-hexonate (128503-23-1,147048-93-9) → (+/-)-5-O-benzyl-6-O-(t-butyl)dimethylsilyl-4-deoxy-2,3-O-isopropylidene-DL-lyxo-hexose (128503-24-2,147048-94-0)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -65 ℃;

DOI:10.1016/S0040-4020(01)88356-3

Reference yield:

(-)-methyl 5-O-benzyl-4-deoxy-2,3-O-isopropylidene-D-lyxo-hexonate (147048-92-8) → (-)-5-O-benzyl-6-O-(t-butyl)dimethylsilyl-4-deoxy-2,3-O-isopropylidene-D-lyxo-hexose (128503-24-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / imidazole / dimethylformamide / 0 °C

2: 94 percent / DIBAL / toluene / -65 °C

With 1H-imidazole; diisobutylaluminium hydride; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4020(01)88356-3

upstream raw materials:

(-)-methyl 5-O-benzyl-6-O-t-butyldimethylsilyl-4-deoxy-2,3-O-isopropylidene-D-lyxo-hexonate

(-)-methyl 5-O-benzyl-4-deoxy-2,3-O-isopropylidene-D-lyxo-hexonate

(-)-5-O-acetyl-2-O-benzyl-3-deoxy-β-D-arabino-hexofuranurono-6,1-lactone

(+/-)-methyl 5-O-benzyl-6-O-t-butyldimethylsilyl-4-deoxy-2,3-O-isopropylidene-DL-lyxo-hexonate

Downstream raw materials:

4-deoxy-D-mannopyranoside

(+/-)-methyl 4-deoxy-DL-lyxo-hexopyranoside