3,4,6-tri-O-benzyl-2-O-[2-(phenylselenyl)ethyl]-β-D-glucopyranosyl fluoride

Base Information

Chemical Name:3,4,6-tri-O-benzyl-2-O-[2-(phenylselenyl)ethyl]-β-D-glucopyranosyl fluoride
CAS No.:1622258-01-8
Molecular Formula:C₃₅H₃₇FO₅Se
Molecular Weight:635.634
Hs Code.:

Synonyms:3,4,6-tri-O-benzyl-2-O-[2-(phenylselenyl)ethyl]-β-D-glucopyranosyl fluoride

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Chemical Property of 3,4,6-tri-O-benzyl-2-O-[2-(phenylselenyl)ethyl]-β-D-glucopyranosyl fluoride

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Technology Process of 3,4,6-tri-O-benzyl-2-O-[2-(phenylselenyl)ethyl]-β-D-glucopyranosyl fluoride

There total 3 articles about 3,4,6-tri-O-benzyl-2-O-[2-(phenylselenyl)ethyl]-β-D-glucopyranosyl fluoride 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: 86.0%

: 1622258-00-7
3,4,6-tri-O-benzyl-2-O-(2-iodoethyl)-β-D-glucopyranosyl fluoride

: 645-96-5
Benzeneselenol

: 1622258-01-8
3,4,6-tri-O-benzyl-2-O-[2-(phenylselenyl)ethyl]-β-D-glucopyranosyl fluoride

Guidance literature:: Benzeneselenol; With sodium hydride; In tetrahydrofuran; for 0.5h; Inert atmosphere; Schlenk technique;

3,4,6-tri-O-benzyl-2-O-(2-iodoethyl)-β-D-glucopyranosyl fluoride; In tetrahydrofuran; for 16h; Inert atmosphere; Reflux; Schlenk technique;
DOI:10.1002/ejoc.201402260

Reference yield:

: 358351-60-7
2-O-allyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl fluoride

: 1622258-01-8
3,4,6-tri-O-benzyl-2-O-[2-(phenylselenyl)ethyl]-β-D-glucopyranosyl fluoride

Guidance literature:: Multi-step reaction with 3 steps

1.1: ozone / methanol; dichloromethane / 0.25 h / -78 °C

1.2: 1 h / -78 - 20 °C

2.1: iodine; 1H-imidazole; triphenylphosphine / tetrahydrofuran / 16 h / Inert atmosphere; Reflux; Schlenk technique

3.1: sodium hydride / tetrahydrofuran / 0.5 h / Inert atmosphere; Schlenk technique

3.2: 16 h / Inert atmosphere; Reflux; Schlenk technique

With 1H-imidazole; iodine; sodium hydride; ozone; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; 2.1: |Appel Halogenation;
DOI:10.1002/ejoc.201402260

Reference yield:

: 1622257-99-1
3,4,6-tri-O-benzyl-2-O-(2-hydroxyethyl)-β-D-glucopyranosyl fluoride

: 1622258-01-8
3,4,6-tri-O-benzyl-2-O-[2-(phenylselenyl)ethyl]-β-D-glucopyranosyl fluoride

Guidance literature:: Multi-step reaction with 2 steps

1.1: iodine; 1H-imidazole; triphenylphosphine / tetrahydrofuran / 16 h / Inert atmosphere; Reflux; Schlenk technique

2.1: sodium hydride / tetrahydrofuran / 0.5 h / Inert atmosphere; Schlenk technique

2.2: 16 h / Inert atmosphere; Reflux; Schlenk technique

With 1H-imidazole; iodine; sodium hydride; triphenylphosphine; In tetrahydrofuran; 1.1: |Appel Halogenation;
DOI:10.1002/ejoc.201402260