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

Base Information

Chemical Name:3-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-2-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)-1H-indole
CAS No.:1384948-14-4
Molecular Formula:C₄₇H₅₁NO₁₁
Molecular Weight:805.922
Hs Code.:

Synonyms:

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

Chemical Property:

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

There total 4 articles about 3-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-2-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)-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:

: 178263-24-6
(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)acetylene

: 1384948-14-4
3-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-2-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)-1H-indole

Guidance literature:: Multi-step reaction with 3 steps

1: copper(l) iodide; palladium diacetate; triethylamine; triphenylphosphine / N,N-dimethyl-formamide / 21 h / 70 °C / Inert atmosphere

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

3: boron trifluoride diethyl etherate / dichloromethane / 2 h / -18 - 0 °C / Inert atmosphere; Molecular sieve

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

Reference yield:

: 151909-89-6
1-O-acetyl-2,3,4-tri-O-benzyl-L-fucopyranose

: 1384948-14-4
3-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-2-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)-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 / 21 h / 70 °C / Inert atmosphere

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

5: boron trifluoride diethyl etherate / dichloromethane / 2 h / -18 - 0 °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

Reference yield:

: C₃₂H₃₈O₄Si

: 1384948-14-4
3-(2,3,4-tri-O-acetyl-α-L-fucopyranosyl)-2-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)-1H-indole

Guidance literature:: Multi-step reaction with 4 steps

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

2: copper(l) iodide; palladium diacetate; triethylamine; triphenylphosphine / N,N-dimethyl-formamide / 21 h / 70 °C / Inert atmosphere

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

4: boron trifluoride diethyl etherate / dichloromethane / 2 h / -18 - 0 °C / Inert atmosphere; Molecular sieve

With copper(l) iodide; 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