phenyl 3,4,6-tri-O-benzyl-2-O-(3-pentafluorophenoxycarbonylpropionyl)-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 3,4,6-tri-O-benzyl-2-O-(3-pentafluorophenoxycarbonylpropionyl)-1-thio-β-D-galactopyranoside
CAS No.:1363528-28-2
Molecular Formula:C₄₃H₃₇F₅O₈S
Molecular Weight:808.82
Hs Code.:

Synonyms:phenyl 3,4,6-tri-O-benzyl-2-O-(3-pentafluorophenoxycarbonylpropionyl)-1-thio-β-D-galactopyranoside

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Chemical Property of phenyl 3,4,6-tri-O-benzyl-2-O-(3-pentafluorophenoxycarbonylpropionyl)-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 3,4,6-tri-O-benzyl-2-O-(3-pentafluorophenoxycarbonylpropionyl)-1-thio-β-D-galactopyranoside

There total 1 articles about phenyl 3,4,6-tri-O-benzyl-2-O-(3-pentafluorophenoxycarbonylpropionyl)-1-thio-β-D-galactopyranoside 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: 87.0%

: 771-61-9
2,3,4,5,6-pentafluorophenol

: 259871-00-6
phenyl 3,4,6-tri-O-benzyl-2-O-(3-carboxypropionyl)-1-thio-β-D-galactopyranoside

: 1363528-28-2
phenyl 3,4,6-tri-O-benzyl-2-O-(3-pentafluorophenoxycarbonylpropionyl)-1-thio-β-D-galactopyranoside

Guidance literature:: With dicyclohexyl-carbodiimide; In ethyl acetate; at 0 ℃; for 12h;
DOI:10.3762/bjoc.7.189

Reference yield: 71.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 1363528-28-2
phenyl 3,4,6-tri-O-benzyl-2-O-(3-pentafluorophenoxycarbonylpropionyl)-1-thio-β-D-galactopyranoside

: 5-(benzyloxycarbonylamino)pentyl 4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In acetonitrile; at 25 ℃; for 16h;
DOI:10.3762/bjoc.7.189

Reference yield:

: 1363528-28-2
phenyl 3,4,6-tri-O-benzyl-2-O-(3-pentafluorophenoxycarbonylpropionyl)-1-thio-β-D-galactopyranoside

: 1363528-89-5
5-(3-hydroxycarbonylpropanamido)pentyl 3,4,6-tri-O-benzyl-β-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: ethyl acetate / 16 h / 25 °C

2.1: N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate / dichloromethane; acetonitrile / -10 - -5 °C / Inert atmosphere

3.1: sodium methylate / methanol; toluene / 3 h / 60 °C

3.2: Dowex 50W X₈ H⁺ ion-exchange resin

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol; dichloromethane; ethyl acetate; toluene; acetonitrile;
DOI:10.3762/bjoc.7.189