dimethylthexylsilyl O-(methyl 2-O-acetyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-O-2-azido-3-O-benzyl-2-deoxy-6-O-levulinoyl-β-D-glucopyranoside

Base Information

Chemical Name:dimethylthexylsilyl O-(methyl 2-O-acetyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-O-2-azido-3-O-benzyl-2-deoxy-6-O-levulinoyl-β-D-glucopyranoside
CAS No.:1198156-25-0
Molecular Formula:C₄₂H₅₉N₃O₁₄Si
Molecular Weight:858.028
Hs Code.:

dimethylthexylsilyl O-(methyl 2-O-acetyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-O-2-azido-3-O-benzyl-2-deoxy-6-O-levulinoyl-β-D-glucopyranoside

Synonyms:dimethylthexylsilyl O-(methyl 2-O-acetyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-O-2-azido-3-O-benzyl-2-deoxy-6-O-levulinoyl-β-D-glucopyranoside

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Chemical Property of dimethylthexylsilyl O-(methyl 2-O-acetyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-O-2-azido-3-O-benzyl-2-deoxy-6-O-levulinoyl-β-D-glucopyranoside

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Technology Process of dimethylthexylsilyl O-(methyl 2-O-acetyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-O-2-azido-3-O-benzyl-2-deoxy-6-O-levulinoyl-β-D-glucopyranoside

There total 7 articles about dimethylthexylsilyl O-(methyl 2-O-acetyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-O-2-azido-3-O-benzyl-2-deoxy-6-O-levulinoyl-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:

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: C₄₁H₅₇N₃O₁₄Si

: 1198156-25-0
dimethylthexylsilyl O-(methyl 2-O-acetyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-O-2-azido-3-O-benzyl-2-deoxy-6-O-levulinoyl-β-D-glucopyranoside

Guidance literature:: In tetrahydrofuran; diethyl ether; at 20 ℃;
DOI:10.1021/ja907358k

Reference yield:

: 1198157-07-1
dimethylthexylsilyl O-(2-O-acetyl-3-O-benzyl-β-D-glucopyranosyl)-(1->4)-O-2-azido-3-O-benzyl-6-O-levulinoyl-2-deoxy-β-D-glucopyranoside

: 1198156-25-0
dimethylthexylsilyl O-(methyl 2-O-acetyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-O-2-azido-3-O-benzyl-2-deoxy-6-O-levulinoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 6 h

2: methanol; toluene / 0.25 h

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In methanol; dichloromethane; water; toluene;
DOI:10.1021/acs.joc.0c01881

Reference yield:

: C₂₄H₂₈O₆S

: 1198156-25-0
dimethylthexylsilyl O-(methyl 2-O-acetyl-3-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-O-2-azido-3-O-benzyl-2-deoxy-6-O-levulinoyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Molecular sieve

2: trifluoroacetic acid / dichloromethane; water / 0.5 h

3: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 6 h

4: methanol; toluene / 0.25 h

With N-iodo-succinimide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trimethylsilyl trifluoromethanesulfonate; [bis(acetoxy)iodo]benzene; trifluoroacetic acid; In methanol; dichloromethane; water; toluene;
DOI:10.1021/acs.joc.0c01881