(N-anisoyl)benzimidazol-2-yl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:(N-anisoyl)benzimidazol-2-yl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside
CAS No.:1309666-30-5
Molecular Formula:C₄₂H₄₀N₂O₇S
Molecular Weight:716.855
Hs Code.:

Synonyms:(N-anisoyl)benzimidazol-2-yl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

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Chemical Property of (N-anisoyl)benzimidazol-2-yl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

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Technology Process of (N-anisoyl)benzimidazol-2-yl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

There total 6 articles about (N-anisoyl)benzimidazol-2-yl 2,3,4-tri-O-benzyl-1-thio-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:

: 1309666-27-0
benzimidazol-2-yl 2,3,4-tri-O-benzoyl-6-O-tert-butyldimethylsilyl-1-thio-β-Dglucopyranoside

: 1309666-30-5
(N-anisoyl)benzimidazol-2-yl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

2: pyridine / 1 h / 20 °C / Inert atmosphere

3: 1 h / 20 °C

With tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine;
DOI:10.1002/anie.201007212

Reference yield:

: 2,3,4-tri-O-benzoyl-6-O-tert-butyldimethylsilyl-β-D-glucopyranosyl bromide

: 1309666-30-5
(N-anisoyl)benzimidazol-2-yl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 18-crown-6 ether / acetonitrile / 16 h / 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

3: pyridine / 1 h / 20 °C / Inert atmosphere

4: 1 h / 20 °C

With 18-crown-6 ether; tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine; acetonitrile;
DOI:10.1002/anie.201007212

Reference yield:

: tert-Butyl-dimethyl-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-ethylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-silane

: 1309666-30-5
(N-anisoyl)benzimidazol-2-yl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: dichloromethane / 1 h / 20 °C / Molecular sieve; Inert atmosphere

1.2: 0.08 h / 20 °C

2.1: 18-crown-6 ether / acetonitrile / 16 h / 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

4.1: pyridine / 1 h / 20 °C / Inert atmosphere

5.1: 1 h / 20 °C

With 18-crown-6 ether; tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine; dichloromethane; acetonitrile;
DOI:10.1002/anie.201007212