ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Base Information

Chemical Name:ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside
CAS No.:635684-82-1
Molecular Formula:C₂₄H₂₆Cl₃NO₅S
Molecular Weight:546.899
Hs Code.:

Synonyms:ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

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Chemical Property of ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

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Technology Process of ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

There total 4 articles about ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside 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%

: 100-39-0
benzyl bromide

: 635684-81-0
2,2,2-Trichloro-N-((4aR,6S,7R,8R,8aS)-6-ethylsulfanyl-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-acetamide

: 635684-82-1
ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 2h;
DOI:10.1055/s-2003-40324

Reference yield: 74.0%

: 5573-62-6
(ethylthio)trimethylsilane

: ethyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-α-D-glucopyranoside

: 100-52-7
benzaldehyde

: 635684-82-1
ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: (ethylthio)trimethylsilane; ethyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-α-D-glucopyranoside; With tetra-(n-butyl)ammonium iodide; zinc(II) iodide; In 1,2-dichloro-ethane; at 20 ℃; for 2h;

benzaldehyde; In 1,2-dichloro-ethane; for 2h;
DOI:10.1039/b805159c

Reference yield:

: 169557-88-4
ethyl-3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamido)-1-thio-β-D-glucopyranoside

: 635684-82-1
ethyl 3-O-benzyl-4,6-O-benzylidene-1-thio-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / NaOMe / methanol / 2 h / 20 °C

2: 83 percent / TFA / 20 °C

3: 78 percent / NaH / dimethylformamide / 2 h / 0 °C

With sodium methylate; sodium hydride; trifluoroacetic acid; In methanol; N,N-dimethyl-formamide;
DOI:10.1055/s-2003-40324