S-(2',3',4',6'-tetra-O-acetyl-1-β-D-glucopyranosyl)-2-phenylethanethiohydroximate

Base Information

Chemical Name:S-(2',3',4',6'-tetra-O-acetyl-1-β-D-glucopyranosyl)-2-phenylethanethiohydroximate
CAS No.:5149-26-8
Molecular Formula:C₂₂H₂₇NO₁₀S
Molecular Weight:497.523
Hs Code.:

Synonyms:S-(2',3',4',6'-tetra-O-acetyl-1-β-D-glucopyranosyl)-2-phenylethanethiohydroximate

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Chemical Property of S-(2',3',4',6'-tetra-O-acetyl-1-β-D-glucopyranosyl)-2-phenylethanethiohydroximate

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Technology Process of S-(2',3',4',6'-tetra-O-acetyl-1-β-D-glucopyranosyl)-2-phenylethanethiohydroximate

There total 7 articles about S-(2',3',4',6'-tetra-O-acetyl-1-β-D-glucopyranosyl)-2-phenylethanethiohydroximate 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: 70.0%

: 19879-84-6
tetraacetyl thioglucose

: 701-72-4
phenylacetohydroximoyl chloride

: 5149-26-8
S-(2',3',4',6'-tetra-O-acetyl-1-β-D-glucopyranosyl)-2-phenylethanethiohydroximate

Guidance literature:: With potassium carbonate; In water; ethyl acetate; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1055/s-0036-1591895

Reference yield:

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

: 5149-26-8
S-(2',3',4',6'-tetra-O-acetyl-1-β-D-glucopyranosyl)-2-phenylethanethiohydroximate

Guidance literature:: With potassium hydroxide; acetone;
DOI:10.1021/ja01564a066

Reference yield:

: 7028-48-0
Phenylacetaldehyde oxime

: 5149-26-8
S-(2',3',4',6'-tetra-O-acetyl-1-β-D-glucopyranosyl)-2-phenylethanethiohydroximate

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride; N-chloro-succinimide; pyridine / water; ethyl acetate / 1 h / 20 °C

2: potassium carbonate / water; ethyl acetate / 1 h / 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; N-chloro-succinimide; potassium carbonate; In water; ethyl acetate;
DOI:10.1055/s-0036-1591895