p-tolyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-α-D-gluco-pyranoside

Base Information

Chemical Name:p-tolyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-α-D-gluco-pyranoside
CAS No.:1268687-76-8
Molecular Formula:C₃₀H₂₉NO₇S
Molecular Weight:547.629
Hs Code.:

Synonyms:p-tolyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-α-D-gluco-pyranoside

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Chemical Property of p-tolyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-α-D-gluco-pyranoside

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Technology Process of p-tolyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-α-D-gluco-pyranoside

There total 3 articles about p-tolyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-α-D-gluco-pyranoside 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: 89.0%

: 1194397-60-8
4-methylphenyl-3-O-acetyl-4,6-O-benzylidene-2-deoxyl-2-phthalimido-1-thio-β-D-glucopyranoside

: 1268687-76-8
p-tolyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-α-D-gluco-pyranoside

Guidance literature:: 4-methylphenyl-3-O-acetyl-4,6-O-benzylidene-2-deoxyl-2-phthalimido-1-thio-β-D-glucopyranoside; With sodium tetrahydroborate; In acetonitrile; at 0 ℃; for 0.0833333h;

With 1,3,5-trichloro-2,4,6-triazine; In acetonitrile; for 8h; regioselective reaction;
DOI:10.1016/j.carres.2013.09.003

Reference yield:

: C₃₀H₄₅NO₆SSi₃

: 1268687-76-8
p-tolyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-α-D-gluco-pyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / 0 °C / Inert atmosphere; Molecular sieve

1.2: Inert atmosphere; Molecular sieve

2.1: trimethylsilyl trifluoromethanesulfonate; borane-THF / dichloromethane; tetrahydrofuran / 12 h / 0 °C / Inert atmosphere; Molecular sieve

With borane-THF; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.202000923

Reference yield:

: 100-52-7
benzaldehyde

: 1268687-76-8
p-tolyl 3-O-acetyl-4-O-benzyl-2-deoxy-2-phthalimido-thio-α-D-gluco-pyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2 h / 0 °C / Inert atmosphere; Molecular sieve

1.2: Inert atmosphere; Molecular sieve

2.1: trimethylsilyl trifluoromethanesulfonate; borane-THF / dichloromethane; tetrahydrofuran / 12 h / 0 °C / Inert atmosphere; Molecular sieve

With borane-THF; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.202000923