tert-butyl 3,6-di-O-benzoyl-2-deoxy-4-O-(methylsulfonyl)-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:tert-butyl 3,6-di-O-benzoyl-2-deoxy-4-O-(methylsulfonyl)-2-phthalimido-β-D-glucopyranoside
CAS No.:92733-66-9
Molecular Formula:C₃₃H₃₃NO₁₁S
Molecular Weight:651.691
Hs Code.:

Synonyms:tert-butyl 3,6-di-O-benzoyl-2-deoxy-4-O-(methylsulfonyl)-2-phthalimido-β-D-glucopyranoside

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Chemical Property of tert-butyl 3,6-di-O-benzoyl-2-deoxy-4-O-(methylsulfonyl)-2-phthalimido-β-D-glucopyranoside

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Technology Process of tert-butyl 3,6-di-O-benzoyl-2-deoxy-4-O-(methylsulfonyl)-2-phthalimido-β-D-glucopyranoside

There total 5 articles about tert-butyl 3,6-di-O-benzoyl-2-deoxy-4-O-(methylsulfonyl)-2-phthalimido-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: 90.0%

: 124-63-0
methanesulfonyl chloride

: 92733-65-8
tert-butyl 3,6-di-O-benzoyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 92733-66-9
tert-butyl 3,6-di-O-benzoyl-2-deoxy-4-O-(methylsulfonyl)-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With pyridine; Ambient temperature; 1.) 0 deg C, 2.) room remperature;
DOI:10.1016/0008-6215(84)85266-0

Reference yield:

: 94046-00-1
tert-butyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 92733-66-9
tert-butyl 3,6-di-O-benzoyl-2-deoxy-4-O-(methylsulfonyl)-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 17.3 g / sodium methoxide / methanol / 0.33 h

2: 65 percent / phosphorus pentaoxide, pyridine / Ambient temperature; 1.) -10 deg C, 2.) room temperature

3: 90 percent / pyridine / Ambient temperature; 1.) 0 deg C, 2.) room remperature

With pyridine; phosphorus pentaoxide; sodium methylate; In methanol;
DOI:10.1016/0008-6215(84)85266-0

Reference yield:

: 10028-45-2
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide

: 92733-66-9
tert-butyl 3,6-di-O-benzoyl-2-deoxy-4-O-(methylsulfonyl)-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / silver salicylate, silver triflate / CH₂Cl₂ / 1.5 h

2: 17.3 g / sodium methoxide / methanol / 0.33 h

3: 65 percent / phosphorus pentaoxide, pyridine / Ambient temperature; 1.) -10 deg C, 2.) room temperature

4: 90 percent / pyridine / Ambient temperature; 1.) 0 deg C, 2.) room remperature

With pyridine; phosphorus pentaoxide; sodium methylate; silver trifluoromethanesulfonate; silver salicylate; In methanol; dichloromethane;
DOI:10.1016/0008-6215(84)85266-0