phenyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-1-seleno-α-D-mannopyranoside

Base Information

Chemical Name:phenyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-1-seleno-α-D-mannopyranoside
CAS No.:282088-47-5
Molecular Formula:C₃₃H₃₀O₆Se
Molecular Weight:601.558
Hs Code.:

Synonyms:phenyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-1-seleno-α-D-mannopyranoside

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Chemical Property of phenyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-1-seleno-α-D-mannopyranoside

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Technology Process of phenyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-1-seleno-α-D-mannopyranoside

There total 6 articles about phenyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-1-seleno-α-D-mannopyranoside 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: 86.0%

: 98-88-4
benzoyl chloride

: 221678-98-4
phenyl 2-O-benzyl-4,6-O-benzylidene-1-seleno-α-D-mannopyranoside

: 282088-47-5
phenyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-1-seleno-α-D-mannopyranoside

Guidance literature:: With dmap; In pyridine; at 20 ℃;
DOI:10.1016/S0008-6215(00)00007-0

Reference yield:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
D-Mannose pentaacetate

: 282088-47-5
phenyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-1-seleno-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 50 percent H₃PO₂ / Heating

1.2: 49 percent / BF₃*OEt₂ / CH₂Cl₂

2.1: MeONa / methanol

3.1: p-TsOH / dimethylformamide / 1.5 h / 45 - 50 °C

4.1: 68 percent / (Bu₄)NHSO₄; 5 percent aq. NaOH / CH₂Cl₂ / 40 h / Heating

5.1: 86 percent / DMAP / pyridine / 20 °C

With dmap; sodium hydroxide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; hypophosphorous acid; toluene-4-sulfonic acid; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Reduction / 1.2: glycosylation / 2.1: Deacetylation / 3.1: trans-acetalization / 4.1: benzylation / 5.1: Acylation;
DOI:10.1016/S0008-6215(00)00007-0

Reference yield:

: 1132-39-4
diphenylselenide

: 282088-47-5
phenyl 3-O-benzoyl-2-O-benzyl-4,6-O-benzylidene-1-seleno-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 50 percent H₃PO₂ / Heating

1.2: 49 percent / BF₃*OEt₂ / CH₂Cl₂

2.1: MeONa / methanol

3.1: p-TsOH / dimethylformamide / 1.5 h / 45 - 50 °C

4.1: 68 percent / (Bu₄)NHSO₄; 5 percent aq. NaOH / CH₂Cl₂ / 40 h / Heating

5.1: 86 percent / DMAP / pyridine / 20 °C

With dmap; sodium hydroxide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; hypophosphorous acid; toluene-4-sulfonic acid; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Reduction / 1.2: glycosylation / 2.1: Deacetylation / 3.1: trans-acetalization / 4.1: benzylation / 5.1: Acylation;
DOI:10.1016/S0008-6215(00)00007-0