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

Base Information

• Chemical Name: 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
• CAS No.: 86462-23-9
• Molecular Formula: C₇₄H₇₈O₁₄
• Molecular Weight: 1191.42
• Mol file: 86462-23-9.mol

Synonyms:

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 6 articles about 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 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: 51.8%

perbenzyl fucosyl bromide (33639-77-9) + O-(2,3,4-tri-O-benzyl-β-D-galactopyranosyl)-(1->4)-1,6-anhydro-2,3-di-O-benzyl-β-D-glucopyranose (73139-45-4) → 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:

With 4 A molecular sieve; tetraethylammonium bromide; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; for 48h; Ambient temperature;

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

With barium dihydroxide; potassium hydroxide; 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

Reference yield:

benzyl chloride (100-44-7) → 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 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: 51.8 percent / diisopropylethyl amine, tetraethylammonium bromide, 4 Angstroem molecular sieve / 1,2-dichloro-ethane; dimethylformamide / 48 h / Ambient temperature

With barium dihydroxide; potassium hydroxide; 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:

perbenzyl fucosyl bromide

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

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

benzyl bromide