phenyl 1-deoxy-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

Base Information

Chemical Name:phenyl 1-deoxy-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside
CAS No.:1345664-76-7
Molecular Formula:C₄₁H₄₂O₆S
Molecular Weight:662.847
Hs Code.:

Synonyms:phenyl 1-deoxy-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

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Chemical Property of phenyl 1-deoxy-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

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Technology Process of phenyl 1-deoxy-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

There total 12 articles about phenyl 1-deoxy-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside 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:

: C₅₀H₆₂O₆SSi

: 1345664-76-7
phenyl 1-deoxy-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 17h; Inert atmosphere;
DOI:10.1002/chem.201100396

Reference yield:

: 1345664-73-4
phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-α-D-manno-hept-6-enopyranoside

: 1345664-76-7
phenyl 1-deoxy-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium osmate(VI) dihydrate; water; potassium carbonate; potassium hexacyanoferrate(III) / toluene; tert-butyl alcohol / 96 h / 0 - 20 °C / Inert atmosphere

2.1: 1H-imidazole / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / Inert atmosphere

3.2: 0 - 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 17 h / 20 °C / Inert atmosphere

With 1H-imidazole; potassium osmate(VI) dihydrate; tetrabutyl ammonium fluoride; water; sodium hydride; potassium carbonate; potassium hexacyanoferrate(III); In tetrahydrofuran; N,N-dimethyl-formamide; toluene; mineral oil; tert-butyl alcohol;
DOI:10.1002/chem.201100396

Reference yield:

: 1345664-75-6
phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

: 1345664-76-7
phenyl 1-deoxy-2,3,4,6-tetra-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 17 h / 20 °C / Inert atmosphere

With 1H-imidazole; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/chem.201100396