methyl α-D-2-amino-4,6-O-((R)-benzylidene)-2,3-dideoxy-2-N,3-C-((2S)-propane-2,3-diyl)-2-N-isopropyl-mannopyranoside

Base Information

• Chemical Name: methyl α-D-2-amino-4,6-O-((R)-benzylidene)-2,3-dideoxy-2-N,3-C-((2S)-propane-2,3-diyl)-2-N-isopropyl-mannopyranoside
• CAS No.: 838838-33-8
• Molecular Formula: C₂₀H₂₉NO₄
• Molecular Weight: 347.455
• Mol file: 838838-33-8.mol

Synonyms:methyl α-D-2-amino-4,6-O-((R)-benzylidene)-2,3-dideoxy-2-N,3-C-((2S)-propane-2,3-diyl)-2-N-isopropyl-mannopyranoside

Chemical Property of methyl α-D-2-amino-4,6-O-((R)-benzylidene)-2,3-dideoxy-2-N,3-C-((2S)-propane-2,3-diyl)-2-N-isopropyl-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl α-D-2-amino-4,6-O-((R)-benzylidene)-2,3-dideoxy-2-N,3-C-((2S)-propane-2,3-diyl)-2-N-isopropyl-mannopyranoside

There total 2 articles about methyl α-D-2-amino-4,6-O-((R)-benzylidene)-2,3-dideoxy-2-N,3-C-((2S)-propane-2,3-diyl)-2-N-isopropyl-mannopyranoside 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: 29.0%

isopropylamine (75-31-0) + methyl α-D-4,6-O-((R)-benzylidene)-3-deoxy-3-(2-oxopropyl)-glucopyranosid-2-ulose (171076-04-3) → methyl α-D-2-amino-4,6-O-((R)-benzylidene)-2,3-dideoxy-2-N,3-C-((2R)-propane-2,3-diyl)-2-N-isopropyl-mannopyranoside + methyl α-D-2-amino-4,6-O-((R)-benzylidene)-2,3-dideoxy-2-N,3-C-((2S)-propane-2,3-diyl)-2-N-isopropyl-mannopyranoside (838838-33-8)

Guidance literature:

isopropylamine; methyl α-D-4,6-O-((R)-benzylidene)-3-deoxy-3-(2-oxopropyl)-glucopyranosid-2-ulose; With acetic acid; In tetrahydrofuran; at 20 ℃;

With sodium cyanoborohydride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2004.11.032

Reference yield:

methyl 4,6-O-benzylidene-3-deoxy-3-C-propenyl-α-D-arabino-hexopyranoside-2-ulose (135700-48-0) → methyl α-D-2-amino-4,6-O-((R)-benzylidene)-2,3-dideoxy-2-N,3-C-((2S)-propane-2,3-diyl)-2-N-isopropyl-mannopyranoside (838838-33-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 85 percent / CuCl₂; O₂ / PdCl₂ / dimethylformamide; H₂O / 4 h / 20 °C

2.1: AcOH / tetrahydrofuran / 20 °C

2.2: 29 percent / NaCNBH₃ / tetrahydrofuran / 2 h / 20 °C

With oxygen; acetic acid; copper dichloride; palladium dichloride; In tetrahydrofuran; water; N,N-dimethyl-formamide; 1.1: Wacker oxidation;

DOI:10.1016/j.tetlet.2004.11.032

upstream raw materials:

isopropylamine

methyl α-D-4,6-O-((R)-benzylidene)-3-deoxy-3-(2-oxopropyl)-glucopyranosid-2-ulose

methyl 4,6-O-benzylidene-3-deoxy-3-C-propenyl-α-D-arabino-hexopyranoside-2-ulose