3,4,6-tri-O-benzyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose

Base Information

• Chemical Name: 3,4,6-tri-O-benzyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose
• CAS No.: 66492-24-8
• Molecular Formula: C₃₁H₃₆O₇
• Molecular Weight: 520.623
• Mol file: 66492-24-8.mol

Synonyms:3,4,6-tri-O-benzyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose

Chemical Property of 3,4,6-tri-O-benzyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,6-tri-O-benzyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose

There total 7 articles about 3,4,6-tri-O-benzyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose 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:

benzyl bromide (100-39-0) + 1,2-O-((1RS)-1-ethoxyethylidene)-β-D-galactopyranose (81120-51-6) → 3,4,6-tri-O-benzyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose (66492-24-8)

Guidance literature:

With silver(l) oxide; In N,N-dimethyl-formamide; for 18h;

DOI:10.1016/S0008-6215(00)80790-9

Reference yield:

3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose (3254-15-7) → 3,4,6-tri-O-benzyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose (66492-24-8)

Guidance literature:

Multi-step reaction with 2 steps

1: MeONa / methanol / 3 h / 20 °C

2: NaH / dimethylformamide; various solvent(s) / 6.5 h / 20 °C

With sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.76.1829

Reference yield:

β-D-galactose peracetate (4163-60-4) → 3,4,6-tri-O-benzyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose (66492-24-8)

Guidance literature:

Multi-step reaction with 3 steps

1: I₂; Et₃SiH / CH₂Cl₂ / 0.5 h / Heating

2: lutidine; TBAB / CH₂Cl₂ / 0 - 20 °C

3: 2.246 g / KOH / toluene / 2 h / Heating

With triethylsilane; potassium hydroxide; lutidine; tetrabutylammomium bromide; iodine; In dichloromethane; toluene;

DOI:10.1021/jo050301x

upstream raw materials:

benzyl bromide

1,2-O-((1RS)-1-ethoxyethylidene)-β-D-galactopyranose

3,4,6-tri-O-acetyl-1,2-O-(1-ethoxyethylidene)-α-D-galactopyranose

tetra-O-acetyl-α-iodogalactopyranose

Downstream raw materials:

3,4,5-tri-O-benzyl-D-galactopyranose

ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranoside

methyl 3,4,6-tri-O-benzyl-β-D-galactopyranoside

methyl 3,4,6-tri-O-benzyl-α-D-galactopyranoside