3-(2,3,4-tri-O-acetyl-β-L-fucopyranosyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1H-indole

Base Information

Chemical Name:3-(2,3,4-tri-O-acetyl-β-L-fucopyranosyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1H-indole
CAS No.:1384948-12-2
Molecular Formula:C₅₄H₅₇NO₁₂
Molecular Weight:912.046
Hs Code.:

Synonyms:3-(2,3,4-tri-O-acetyl-β-L-fucopyranosyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1H-indole

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Chemical Property of 3-(2,3,4-tri-O-acetyl-β-L-fucopyranosyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1H-indole

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Technology Process of 3-(2,3,4-tri-O-acetyl-β-L-fucopyranosyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1H-indole

There total 6 articles about 3-(2,3,4-tri-O-acetyl-β-L-fucopyranosyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1H-indole 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: 46.0%

: 849359-29-1
2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1H-indole

: 128571-86-8
2,3,4-tri-O-acetyl-α-L-fucopyranosyl trichloroacetimidate

: 1384948-12-2
3-(2,3,4-tri-O-acetyl-β-L-fucopyranosyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1H-indole

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -47 - -8 ℃; for 2h; Inert atmosphere; Molecular sieve;
DOI:10.1055/s-0031-1290761

Reference yield:

: 849359-27-9
2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1-(p-toluenesulfonyl)indole

: 1384948-12-2
3-(2,3,4-tri-O-acetyl-β-L-fucopyranosyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1H-indole

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 120 h / 65 °C / Inert atmosphere

2: boron trifluoride diethyl etherate / dichloromethane / 2 h / -47 - -8 °C / Inert atmosphere; Molecular sieve

With boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-0031-1290761

Reference yield:

: 3866-62-4,3964-13-4,56822-48-1,56822-49-2,78136-22-8,80300-30-7,83462-68-4,83462-69-5,94943-10-9,80300-97-6
2,3,4,6-tetra-O-benzyl-D-galactopyranosyl acetate

: 1384948-12-2
3-(2,3,4-tri-O-acetyl-β-L-fucopyranosyl)-2-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-1H-indole

Guidance literature:: Multi-step reaction with 5 steps

1: trimethylsilyl trifluoromethanesulfonate / tetrahydrofuran / 25 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride; water / tetrahydrofuran / 25 °C

3: copper(l) iodide; palladium diacetate; triethylamine; triphenylphosphine / N,N-dimethyl-formamide / 60 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 120 h / 65 °C / Inert atmosphere

5: boron trifluoride diethyl etherate / dichloromethane / 2 h / -47 - -8 °C / Inert atmosphere; Molecular sieve

With copper(l) iodide; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; water; palladium diacetate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-0031-1290761