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

Base Information

• Chemical Name: 1,6-anhydro-2,2',3,3'-tetra-O-benzyl-4',6'-O-benzylidene-β-lactose
• CAS No.: 78894-90-3
• Molecular Formula: C₄₇H₄₈O₁₀
• Molecular Weight: 772.892
• Mol file: 78894-90-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about 1,6-anhydro-2,2',3,3'-tetra-O-benzyl-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: 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: 90.4%

1,6-anhydro-2,2',3,3'-tetra-O-benzyl-4',6'-O-benzylidene-β-lactose (78894-90-3) → 1,6-anhydro-2,2',3,3'-tetra-O-benzyl-β-lactose (86461-97-4)

Guidance literature:

With acetic acid; In ethanol; water; for 0.25h; Heating;

DOI:10.1248/cpb.31.75

Reference yield:

1,6-anhydro-2,2',3,3'-tetra-O-benzyl-4',6'-O-benzylidene-β-lactose (78894-90-3) → O-(2,3,4-tri-O-benzyl-α-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 (86462-23-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 90.4 percent / 60percent aq. AcOH / ethanol; H₂O / 0.25 h / Heating

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

3: 51.8 percent / diisopropylethyl amine, tetraethylammonium bromide, 4 Angstroem molecular sieve / 1,2-dichloro-ethane; dimethylformamide / 48 h / Ambient temperature

With barium dihydroxide; 4 A molecular sieve; tetraethylammonium bromide; acetic acid; N-ethyl-N,N-diisopropylamine; barium(II) oxide; In ethanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.31.75

upstream raw materials:

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

benzyl chloride

Downstream raw materials:

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

O-(2,3,4-tri-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',6'-penta-O-benzyl-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