p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside
CAS No.:1334709-54-4
Molecular Formula:C₅₄H₆₅N₃O₁₁SSi
Molecular Weight:992.275
Hs Code.:

p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

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

There total 3 articles about p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-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: 86.0%

: 1242437-19-9
p-tolyl 6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

: 1334709-54-4
p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

Guidance literature:: With methanol; magnesium hydroxide; In dichloromethane; at 0 ℃; for 3h; 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

: 1334709-54-4
p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 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; magnesium hydroxide / dichloromethane / 3 h / 0 °C / Inert atmosphere

With methanol; magnesium hydroxide; silver trifluoromethanesulfonate; In diethyl ether; dichloromethane;
DOI:10.1002/chem.201101108

Reference yield:

: 1242437-13-3
p-tolyl 6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-1-thio-β-D-glucopyranoside

: 1334709-54-4
p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 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; magnesium hydroxide / dichloromethane / 3 h / 0 °C / Inert atmosphere

With methanol; magnesium hydroxide; silver trifluoromethanesulfonate; In diethyl ether; dichloromethane;
DOI:10.1002/chem.201101108