phenyl 6-O-tert-butyldimethylsilyl-2,3,4-tri-O-4-methoxybenzyl-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:phenyl 6-O-tert-butyldimethylsilyl-2,3,4-tri-O-4-methoxybenzyl-1-thio-α-D-mannopyranoside
CAS No.:569351-94-6
Molecular Formula:C₄₂H₅₄O₈SSi
Molecular Weight:747.037
Hs Code.:

Synonyms:phenyl 6-O-tert-butyldimethylsilyl-2,3,4-tri-O-4-methoxybenzyl-1-thio-α-D-mannopyranoside

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Chemical Property of phenyl 6-O-tert-butyldimethylsilyl-2,3,4-tri-O-4-methoxybenzyl-1-thio-α-D-mannopyranoside

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Technology Process of phenyl 6-O-tert-butyldimethylsilyl-2,3,4-tri-O-4-methoxybenzyl-1-thio-α-D-mannopyranoside

There total 5 articles about phenyl 6-O-tert-butyldimethylsilyl-2,3,4-tri-O-4-methoxybenzyl-1-thio-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: 60.0%

: 824-94-2
p-methoxybenzyl chloride

: 152488-25-0
phenyl 6-O-(tert-butyldimethylsilyloxy)-1-thio-α-D-mannopyranoside

: 569351-94-6
phenyl 6-O-tert-butyldimethylsilyl-2,3,4-tri-O-4-methoxybenzyl-1-thio-α-D-mannopyranoside

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; for 18h; Heating;
DOI:10.1016/S0957-4166(03)00118-6

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

: 569351-94-6
phenyl 6-O-tert-butyldimethylsilyl-2,3,4-tri-O-4-methoxybenzyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 197 mg / imidazole / dimethylformamide / 0.42 h / -20 °C

2: 60 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 18 h / Heating

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(03)00118-6

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

: 569351-94-6
phenyl 6-O-tert-butyldimethylsilyl-2,3,4-tri-O-4-methoxybenzyl-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: Na; MeOH / 0 - 20 °C

2: 197 mg / imidazole / dimethylformamide / 0.42 h / -20 °C

3: 60 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran / 18 h / Heating

With 1H-imidazole; methanol; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(03)00118-6