S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylpropanothiohydroximate

Base Information

Chemical Name:S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylpropanothiohydroximate
CAS No.:75336-75-3
Molecular Formula:C₂₃H₂₉NO₁₀S
Molecular Weight:511.55
Hs Code.:

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

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

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

There total 11 articles about S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylpropanothiohydroximate 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: 81.0%

: 19879-84-6
tetraacetyl thioglucose

: 92988-96-0
N-hydroxy(2-phenylethyl)-oximidoyl chloride

: 75336-75-3
S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylpropanothiohydroximate

Guidance literature:: With triethylamine; In diethyl ether; dichloromethane; at 20 ℃; for 2h; stereospecific reaction; Inert atmosphere;
DOI:10.1016/j.bmc.2013.07.049

Reference yield:

: 19879-84-6
tetraacetyl thioglucose

: 3-phenyl-propanehydroximoyl chloride

: 75336-75-3
S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylpropanothiohydroximate

Guidance literature:: With triethylamine; In tetrahydrofuran;
DOI:10.1021/jf011129a

Reference yield:

: 637-59-2
1-Bromo-3-phenylpropane

: 75336-75-3
S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-phenylpropanothiohydroximate

Guidance literature:: Multi-step reaction with 4 steps

1: 33 percent / NaNO₂, urea / dimethylsulfoxide / 3 h / Ambient temperature

2: 89 percent / 1M NaOEt / ethanol

3: 64 percent / HCl / diethyl ether / 0.33 h / -60 °C

4: 1) trimethylamine, 2) 1N H₂SO₄ / 1) ether, 30 min, r.t.

With hydrogenchloride; sulfuric acid; sodium ethanolate; urea; sodium nitrite; trimethylamine; In diethyl ether; ethanol; dimethyl sulfoxide;
DOI:10.1016/S0040-4020(01)93694-4