2,2',3,3'-tetra-O-acetyl-1,6-anhydro-4',6'-O-benzylidene-β-lactose

Base Information

• Chemical Name: 2,2',3,3'-tetra-O-acetyl-1,6-anhydro-4',6'-O-benzylidene-β-lactose
• CAS No.: 56889-23-7
• Molecular Formula: C₂₇H₃₂O₁₄
• Molecular Weight: 580.543
• Mol file: 56889-23-7.mol

Synonyms:2,2',3,3'-tetra-O-acetyl-1,6-anhydro-4',6'-O-benzylidene-β-lactose

Chemical Property of 2,2',3,3'-tetra-O-acetyl-1,6-anhydro-4',6'-O-benzylidene-β-lactose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2',3,3'-tetra-O-acetyl-1,6-anhydro-4',6'-O-benzylidene-β-lactose

There total 1 articles about 2,2',3,3'-tetra-O-acetyl-1,6-anhydro-4',6'-O-benzylidene-β-lactose 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:

→ 2,2',3,3'-tetra-O-acetyl-1,6-anhydro-4',6'-O-benzylidene-β-lactose (56889-23-7)

Guidance literature:

Tetraacetat von Verb. 1;

DOI:10.1016/S0008-6215(00)85861-9

Reference yield: 85.4%

2,2',3,3'-tetra-O-acetyl-1,6-anhydro-4',6'-O-benzylidene-β-lactose (56889-23-7) + benzyl chloride (100-44-7) → 1,6-anhydro-2,2',3,3'-tetra-O-benzyl-4',6'-O-benzylidene-β-lactose (78894-90-3)

Guidance literature:

With potassium hydroxide; at 130 - 135 ℃; for 3h;

DOI:10.1248/cpb.31.75

Reference yield:

2,2',3,3'-tetra-O-acetyl-1,6-anhydro-4',6'-O-benzylidene-β-lactose (56889-23-7) → O-(2,3,4-tri-O-acetyl-β-L-fucopyranosyl)-(1-6)-O-(2,3,4-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-1,6-anhydro-2,3-di-O-benzyl-β-D-glucopyranose (86462-16-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 85.4 percent / powdered KOH / 3 h / 130 - 135 °C

2: 90.4 percent / 60percent aq. AcOH / ethanol; H₂O / 0.25 h / Heating

3: 2.8 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / 2 h / Ambient temperature

4: 64 percent / mercuric cyanide / benzene; nitromethane / 48 h / Ambient temperature

With barium dihydroxide; potassium hydroxide; mercury(II) cyanide; acetic acid; barium(II) oxide; In nitromethane; ethanol; water; N,N-dimethyl-formamide; benzene;

DOI:10.1248/cpb.31.75

Downstream raw materials:

1,6-anhydro-2,2',3,3'-tetra-O-benzyl-4',6'-O-benzylidene-β-lactose

O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-2,3-di-O-benzyl-β-D-glucopyranose

1,6-anhydro-2,2',3,3',4'-penta-O-benzyl-6'-O-methyl-β-lactose

1,6-anhydro-2,2',3,3',6'-penta-O-benzyl-4'-O-methyl-β-lactose