phenyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-1-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-1-deoxy-β-D-glucopyranoside
CAS No.:141342-83-8
Molecular Formula:C₂₇H₂₅NO₆S
Molecular Weight:491.565
Hs Code.:

Synonyms:phenyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-1-deoxy-β-D-glucopyranoside

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Chemical Property of phenyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-1-deoxy-β-D-glucopyranoside

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Technology Process of phenyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-1-deoxy-β-D-glucopyranoside

There total 6 articles about phenyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-1-deoxy-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: 93.0%

: 127061-09-0
phenyl 4,6-di-O-benzylidene-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 141342-83-8
phenyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-1-deoxy-β-D-glucopyranoside

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 0 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.tet.2011.09.114

Reference yield: 84.9%

: 79528-51-1
phenyl 4,6-benzylidene-2-deoxy-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 141342-83-8
phenyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-1-deoxy-β-D-glucopyranoside

Guidance literature:: With hydrogenchloride; 3 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; at 0 ℃; for 0.333333h;
DOI:10.1016/0008-6215(92)84057-Y

Reference yield:

: 10022-13-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

: 141342-83-8
phenyl 6-O-benzyl-2-deoxy-2-phthalimido-1-thio-1-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 69.5 percent / trimethylsilyl triflate / CH₂Cl₂ / 72 h / Ambient temperature

2: 1.) NaOCH₃; 2.) 4-toluenesulfonic acid monohydrate / 1.) methanol, r.t., 3 h; 2.) r.t., 16 h

3: 84.9 percent / NaCNBH₃, 3 Angstroem mol. sieves, etheric HCl / tetrahydrofuran / 0.33 h / 0 °C

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; p-toluenesulfonic acid monohydrate; sodium methylate; sodium cyanoborohydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0008-6215(92)84057-Y