5-((Z)-benzylidene)-3-(2-phenylethyl)-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-thiohydantoin

Base Information

Chemical Name:5-((Z)-benzylidene)-3-(2-phenylethyl)-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-thiohydantoin
CAS No.:386745-33-1
Molecular Formula:C₃₂H₃₄N₂O₁₀S
Molecular Weight:638.695
Hs Code.:

Synonyms:5-((Z)-benzylidene)-3-(2-phenylethyl)-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-thiohydantoin

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Chemical Property of 5-((Z)-benzylidene)-3-(2-phenylethyl)-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-thiohydantoin

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Technology Process of 5-((Z)-benzylidene)-3-(2-phenylethyl)-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-thiohydantoin

There total 4 articles about 5-((Z)-benzylidene)-3-(2-phenylethyl)-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-thiohydantoin 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: 78.0%

: 386745-12-6
5-((Z)-benzylidene)-3-(2-phenylethyl)-2-thiohydantoin

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 386745-33-1
5-((Z)-benzylidene)-3-(2-phenylethyl)-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-thiohydantoin

Guidance literature:: 5-((Z)-benzylidene)-3-(2-phenylethyl)-2-thiohydantoin; With sodium hydride; In acetonitrile; at 20 ℃; for 0.5h;

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide; In acetonitrile; at 20 ℃; for 6h;

Reference yield:

: 2257-09-2
Phenethyl isothiocyanate

: 386745-33-1
5-((Z)-benzylidene)-3-(2-phenylethyl)-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-thiohydantoin

Guidance literature:: Multi-step reaction with 3 steps

1.1: aq. NaOH; pyridine / 1 h / 40 °C / pH 9

1.2: 68 percent / conc. HCl / 2 h / Heating

2.1: 94 percent / NaOAc / acetic acid / 4 h / Heating

3.1: NaH / acetonitrile / 0.5 h / 20 °C

3.2: 78 percent / acetonitrile / 6 h / 20 °C

With pyridine; sodium hydroxide; sodium acetate; sodium hydride; In acetic acid; acetonitrile;

Reference yield:

: 100-52-7
benzaldehyde

: 386745-33-1
5-((Z)-benzylidene)-3-(2-phenylethyl)-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-2-thiohydantoin

Guidance literature:: Multi-step reaction with 2 steps

1.1: 94 percent / NaOAc / acetic acid / 4 h / Heating

2.1: NaH / acetonitrile / 0.5 h / 20 °C

2.2: 78 percent / acetonitrile / 6 h / 20 °C

With sodium acetate; sodium hydride; In acetic acid; acetonitrile;