phenyl 2,3,4-tri-O-benzyl-α-D-mannohexodialdopyranoside

Base Information

Chemical Name:phenyl 2,3,4-tri-O-benzyl-α-D-mannohexodialdopyranoside
CAS No.:1378357-82-4
Molecular Formula:C₃₃H₃₂O₅S
Molecular Weight:540.68
Hs Code.:

Synonyms:phenyl 2,3,4-tri-O-benzyl-α-D-mannohexodialdopyranoside

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Chemical Property of phenyl 2,3,4-tri-O-benzyl-α-D-mannohexodialdopyranoside

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Technology Process of phenyl 2,3,4-tri-O-benzyl-α-D-mannohexodialdopyranoside

There total 9 articles about phenyl 2,3,4-tri-O-benzyl-α-D-mannohexodialdopyranoside 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: 96.0%

: 152488-26-1
phenyl 2,3,4-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 1378357-82-4
phenyl 2,3,4-tri-O-benzyl-α-D-mannohexodialdopyranoside

Guidance literature:: With sulfur trioxide pyridine complex; triethylamine; In dimethyl sulfoxide; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.3762/bjoc.17.110

Reference yield:

: 13992-16-0,23661-28-1,24404-53-3,28512-68-7,65236-85-3,86782-39-0,121524-01-4,121570-34-1,108032-93-5
phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside

: 1378357-82-4
phenyl 2,3,4-tri-O-benzyl-α-D-mannohexodialdopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium; methanol / 2 h / Inert atmosphere

1.2: IR-120 (Amberlite H form)

2.1: 1H-imidazole / tetrahydrofuran / 18 h / 0 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil; methanol / 1.66 h / 0 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / water; tetrahydrofuran / 2 h / Inert atmosphere

5.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 1 h / -70 °C / Inert atmosphere

5.2: 0.25 h

With 1H-imidazole; methanol; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 2936-70-1,5624-48-6,13992-15-9,16758-34-2,28244-97-5,77481-63-1,105088-17-3,149495-84-1,77481-62-0
(2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

: 1378357-82-4
phenyl 2,3,4-tri-O-benzyl-α-D-mannohexodialdopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1H-imidazole / tetrahydrofuran / 18 h / 0 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil; methanol / 1.66 h / 0 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / water; tetrahydrofuran / 2 h / Inert atmosphere

4.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 1 h / -70 °C / Inert atmosphere

4.2: 0.25 h

With 1H-imidazole; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;