benzyl 3,3',4',6'-tetra-O-benzoyl-6-O-(2,3,4'-tri-O-benzyl-α-L-fucopyranosyl)-β-di-N-acetylchitobioside

Base Information

Chemical Name:benzyl 3,3',4',6'-tetra-O-benzoyl-6-O-(2,3,4'-tri-O-benzyl-α-L-fucopyranosyl)-β-di-N-acetylchitobioside
CAS No.:79365-97-2
Molecular Formula:C₇₈H₇₈N₂O₁₉
Molecular Weight:1347.48
Hs Code.:

Synonyms:benzyl 3,3',4',6'-tetra-O-benzoyl-6-O-(2,3,4'-tri-O-benzyl-α-L-fucopyranosyl)-β-di-N-acetylchitobioside

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Chemical Property of benzyl 3,3',4',6'-tetra-O-benzoyl-6-O-(2,3,4'-tri-O-benzyl-α-L-fucopyranosyl)-β-di-N-acetylchitobioside

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Technology Process of benzyl 3,3',4',6'-tetra-O-benzoyl-6-O-(2,3,4'-tri-O-benzyl-α-L-fucopyranosyl)-β-di-N-acetylchitobioside

There total 9 articles about benzyl 3,3',4',6'-tetra-O-benzoyl-6-O-(2,3,4'-tri-O-benzyl-α-L-fucopyranosyl)-β-di-N-acetylchitobioside 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: 83.4%

: 33639-77-9
perbenzyl fucosyl bromide

: 79365-96-1
benzyl 3,3',4',6'-tetra-O-benzoyl-β-di-N-acetylchitobioside

: 79365-97-2
benzyl 3,3',4',6'-tetra-O-benzoyl-6-O-(2,3,4'-tri-O-benzyl-α-L-fucopyranosyl)-β-di-N-acetylchitobioside

Guidance literature:: With 4 A molecular sieve; tetraethylammonium bromide; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; at 20 ℃; for 48h;

Reference yield:

: 50604-74-5
2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3-O-acetyl-1,6-anhydro-2-deoxy-β-D-glucopyranose

: 79365-97-2
benzyl 3,3',4',6'-tetra-O-benzoyl-6-O-(2,3,4'-tri-O-benzyl-α-L-fucopyranosyl)-β-di-N-acetylchitobioside

Guidance literature:: Multi-step reaction with 7 steps

1: 94.2 percent / 0.5 N NaOMe(MeOH) / methanol / 3 h / Ambient temperature

2: 85 percent / pyridine / 0.5 h / 0 °C

3: 72.5 percent / BF₃*Et₂O / 2 h / 20 °C

4: HCl / acetic acid; acetic anhydride / 24 h / 0 °C / saturated at -10 deg C, in sealed tube

5: 35.7 percent / 0.15 N anhyd. TosOH / 1,2-dichloro-ethane / 6 h / 20 °C

6: 80.3 percent / 10 percent methanolic NH₃ / 2 h / 0 °C

7: 83.4 percent / Et₄NBr, powdered molecular sieves 4 Angstroem / 1,2-dichloro-ethane; dimethylformamide / 48 h / 20 °C

With pyridine; hydrogenchloride; 4 A molecular sieve; tetraethylammonium bromide; ammonia; sodium methylate; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In methanol; acetic anhydride; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

Reference yield:

: 79365-90-5
1,6-anhydro-β-di-N-acetylchitobiose

: 79365-97-2
benzyl 3,3',4',6'-tetra-O-benzoyl-6-O-(2,3,4'-tri-O-benzyl-α-L-fucopyranosyl)-β-di-N-acetylchitobioside

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / pyridine / 0.5 h / 0 °C

2: 72.5 percent / BF₃*Et₂O / 2 h / 20 °C

3: HCl / acetic acid; acetic anhydride / 24 h / 0 °C / saturated at -10 deg C, in sealed tube

4: 35.7 percent / 0.15 N anhyd. TosOH / 1,2-dichloro-ethane / 6 h / 20 °C

5: 80.3 percent / 10 percent methanolic NH₃ / 2 h / 0 °C

6: 83.4 percent / Et₄NBr, powdered molecular sieves 4 Angstroem / 1,2-dichloro-ethane; dimethylformamide / 48 h / 20 °C

With pyridine; hydrogenchloride; 4 A molecular sieve; tetraethylammonium bromide; ammonia; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In acetic anhydride; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide;