1-O-Methyl-3-amino-3-C-methyl-4,6-O-benzyliden-2,3-didesoxy-α-D-arabino-hexopyranose

Base Information

• Chemical Name: 1-O-Methyl-3-amino-3-C-methyl-4,6-O-benzyliden-2,3-didesoxy-α-D-arabino-hexopyranose
• CAS No.: 65827-66-9
• Molecular Formula: C₁₅H₂₁NO₄
• Molecular Weight: 279.336
• Mol file: 65827-66-9.mol

Synonyms:1-O-Methyl-3-amino-3-C-methyl-4,6-O-benzyliden-2,3-didesoxy-α-D-arabino-hexopyranose

Chemical Property of 1-O-Methyl-3-amino-3-C-methyl-4,6-O-benzyliden-2,3-didesoxy-α-D-arabino-hexopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-Methyl-3-amino-3-C-methyl-4,6-O-benzyliden-2,3-didesoxy-α-D-arabino-hexopyranose

There total 5 articles about 1-O-Methyl-3-amino-3-C-methyl-4,6-O-benzyliden-2,3-didesoxy-α-D-arabino-hexopyranose 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:

O4',O6'-(R)-benzylidene-O1'-methyl-spiro[aziridine-2,3'-(α-D-arabino-2,3-dideoxy-hexopyranose)] (65827-65-8,71829-71-5) → 1-O-Methyl-3-amino-3-C-methyl-4,6-O-benzyliden-2,3-didesoxy-α-D-arabino-hexopyranose (65827-66-9)

Guidance literature:

With hydrogen; nickel; In methanol; for 16h; under 15200 Torr; Ambient temperature;

Reference yield:

methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-methylene-α-D-erythro-hexopyranoside (63803-49-6) → 1-O-Methyl-3-amino-3-C-methyl-4,6-O-benzyliden-2,3-didesoxy-α-D-arabino-hexopyranose (65827-66-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 24 percent / iodine azide / acetonitrile

2: 0.7 g / lithium aluminium hydride / diethyl ether

3: 0.47 g / hydrogen / Raney nickel / methanol / 16 h / 15200 Torr / Ambient temperature

With lithium aluminium tetrahydride; iodine(I) azide; hydrogen; nickel; In methanol; diethyl ether; acetonitrile;

Reference yield:

methyl 3-azido-4,6-O-benzylidene-2,3-dideoxy-3-C-(iodomethyl)-α-D-arabino-hexopyranoside → 1-O-Methyl-3-amino-3-C-methyl-4,6-O-benzyliden-2,3-didesoxy-α-D-arabino-hexopyranose (65827-66-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.7 g / lithium aluminium hydride / diethyl ether

2: 0.47 g / hydrogen / Raney nickel / methanol / 16 h / 15200 Torr / Ambient temperature

With lithium aluminium tetrahydride; hydrogen; nickel; In methanol; diethyl ether;

upstream raw materials:

O^4',O^6'-(R)-benzylidene-O^1'-methyl-spiro[aziridine-2,3'-(α-D-arabino-2,3-dideoxy-hexopyranose)]

methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-methylene-α-D-erythro-hexopyranoside

Downstream raw materials:

methyl 3-acetamido-4,6-O-benzylidene-2,3-dideoxy-3-C-methyl-α-D-arabino-hexopyranoside

methyl 3-acetamido-4-O-benzoyl-6-bromo-2,3,6-trideoxy-3-C-methyl-α-D-arabino-hexopyranoside

methyl 4-O-benzoyl-6-bromo-2,3,6-trideoxy-3-C-methyl-3-(trifluoroacetamido)-α-D-ribo-hexopyranoside

4-O-benzoyl-2,3,6-trideoxy-3-C-methyl-3-trifluoroacetamido-α-L-lyxo-hexopyranose