1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5[(4-methoxyphenyl)imino]-α-D-lyxofuranose

Base Information

• Chemical Name: 1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5[(4-methoxyphenyl)imino]-α-D-lyxofuranose
• CAS No.: 1357911-90-0
• Molecular Formula: C₂₁H₃₃NO₅Si
• Molecular Weight: 407.582
• Mol file: 1357911-90-0.mol

Synonyms:1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5[(4-methoxyphenyl)imino]-α-D-lyxofuranose

Chemical Property of 1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5[(4-methoxyphenyl)imino]-α-D-lyxofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5[(4-methoxyphenyl)imino]-α-D-lyxofuranose

There total 1 articles about 1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5[(4-methoxyphenyl)imino]-α-D-lyxofuranose 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:

1-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanose (111000-76-1) + 4-methoxy-aniline (104-94-9) → 1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5[(4-methoxyphenyl)imino]-α-D-lyxofuranose (1357911-90-0)

Guidance literature:

In dichloromethane; at 20 ℃; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.tet.2011.12.061

Reference yield:

bromonitromethane (563-70-2) + 1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5[(4-methoxyphenyl)imino]-α-D-lyxofuranose (1357911-90-0) → (5S)-1-O-(tert-butyldimethylsilyl)-5,6-dideoxy-2,3-O-isopropylidene-5-(p-methoxyphenylamino)-6-nitro-α-D-mannofuranose + 1-O-(tert-butyldimethylsilyl)-5,6-dideoxy-2,3-O-isopropylidene-5-(p-methoxyphenylamino)-6-nitro-α-D-mannofuranose (1357911-94-4)

Guidance literature:

bromonitromethane; 1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5[(4-methoxyphenyl)imino]-α-D-lyxofuranose; With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 5h;

With hydrogenchloride; In tetrahydrofuran; water; optical yield given as %de; diastereoselective reaction;

DOI:10.1016/j.tet.2011.12.061

Reference yield:

bromonitromethane (563-70-2) + 1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5[(4-methoxyphenyl)imino]-α-D-lyxofuranose (1357911-90-0) → C22H35BrN2O7Si

Guidance literature:

With sodium iodide; In tetrahydrofuran; at 20 ℃; for 5h; diastereoselective reaction;

DOI:10.1055/s-0033-1339030

upstream raw materials:

1-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanose

4-methoxy-aniline

Downstream raw materials:

1-O-(tert-butyldimethylsilyl)-5,6-dideoxy-2,3-O-isopropylidene-5-(p-methoxyphenylamino)-6-nitro-α-D-mannofuranose

(6R)-6-bromo-1-O-tert-butyldimethylsilyl-5,6-dideoxy-2,3-O-isopropylidene-5-p-methoxyphenylamino-6-nitro-α-D-mannofuranose

C₂₇H₄₄N₂O₉Si

C₂₇H₄₄N₂O₉Si