p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-3-O-benzyl-2-O-chloroacetyl-6-O-levulinoyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-3-O-benzyl-2-O-chloroacetyl-6-O-levulinoyl-1-thio-β-D-glucopyranoside
CAS No.:1334709-58-8
Molecular Formula:C₄₈H₆₁Cl₄N₃O₁₅S₂Si
Molecular Weight:1154.05
Hs Code.:

p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-3-O-benzyl-2-O-chloroacetyl-6-O-levulinoyl-1-thio-β-D-glucopyranoside

Synonyms:p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-3-O-benzyl-2-O-chloroacetyl-6-O-levulinoyl-1-thio-β-D-glucopyranoside

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Chemical Property of p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-3-O-benzyl-2-O-chloroacetyl-6-O-levulinoyl-1-thio-β-D-glucopyranoside

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Technology Process of p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-3-O-benzyl-2-O-chloroacetyl-6-O-levulinoyl-1-thio-β-D-glucopyranoside

There total 7 articles about p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-3-O-benzyl-2-O-chloroacetyl-6-O-levulinoyl-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: 68.0%

: 1334709-84-0
C₄₃H₅₅Cl₄N₃O₁₃S₂Si

: 123-76-2
levulinic acid

: 1334709-58-8
p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-3-O-benzyl-2-O-chloroacetyl-6-O-levulinoyl-1-thio-β-D-glucopyranoside

Guidance literature:: With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at -15 - -10 ℃; for 8h; Inert atmosphere;
DOI:10.1002/chem.201101108

Reference yield:

: 929040-60-8
p-tolyl 2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

: 1334709-58-8
p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-3-O-benzyl-2-O-chloroacetyl-6-O-levulinoyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: silver trifluoromethanesulfonate / diethyl ether; dichloromethane / 0.08 h / -78 °C / Inert atmosphere; Molecular sieve

1.2: 0.08 h / -78 °C / Inert atmosphere

1.3: 2 h / -78 - -20 °C / Inert atmosphere

2.1: methanol / dichloromethane / 0 - 40 °C / Inert atmosphere

3.1: 1,2-dimethyl-1H-imidazole / dichloromethane / 0.33 h / 0 - 80 °C / 9000.9 Torr / Inert atmosphere; Microwave irradiation

4.1: dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 8 h / -15 - -10 °C / Inert atmosphere

5.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 8 h / 0 - 20 °C / Inert atmosphere

6.1: dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 8 h / -15 - -10 °C / Inert atmosphere

With 1,2-dimethyl-1H-imidazole; methanol; dmap; water; silver trifluoromethanesulfonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; dichloromethane;
DOI:10.1002/chem.201101108

Reference yield:

: 1334709-57-7
p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

: 1334709-58-8
p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-3-O-benzyl-2-O-chloroacetyl-6-O-levulinoyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 8 h / -15 - -10 °C / Inert atmosphere

2: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 8 h / 0 - 20 °C / Inert atmosphere

3: dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 8 h / -15 - -10 °C / Inert atmosphere

With dmap; water; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1002/chem.201101108