methyl 3,4,6-tri-O-benzyl-2-O-(2-naphthylmethyl)-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:methyl 3,4,6-tri-O-benzyl-2-O-(2-naphthylmethyl)-1-thio-α-D-mannopyranoside
CAS No.:1350309-46-4
Molecular Formula:C₃₉H₄₀O₅S
Molecular Weight:620.81
Hs Code.:

Synonyms:methyl 3,4,6-tri-O-benzyl-2-O-(2-naphthylmethyl)-1-thio-α-D-mannopyranoside

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Chemical Property of methyl 3,4,6-tri-O-benzyl-2-O-(2-naphthylmethyl)-1-thio-α-D-mannopyranoside

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Technology Process of methyl 3,4,6-tri-O-benzyl-2-O-(2-naphthylmethyl)-1-thio-α-D-mannopyranoside

There total 8 articles about methyl 3,4,6-tri-O-benzyl-2-O-(2-naphthylmethyl)-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: 96.0%

: 1350309-56-6
methyl 3,6-di-O-benzyl-2-O-(2-naphthylmethyl)-1-thio-α-D-mannopyranoside

: 100-39-0
benzyl bromide

: 1350309-46-4
methyl 3,4,6-tri-O-benzyl-2-O-(2-naphthylmethyl)-1-thio-α-D-mannopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/ja208528c

Reference yield:

: 1350309-53-3
methyl 4,6-O-benzylidene-2-O-(2-naphthylmethyl)-1-thio-3-O-triisopropylsilyl-α-D-mannopyranoside

: 1350309-46-4
methyl 3,4,6-tri-O-benzyl-2-O-(2-naphthylmethyl)-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 0 - 20 °C / Inert atmosphere

2: sodium hydride / N,N-dimethyl-formamide / 3 h / 0 - 20 °C / Inert atmosphere

3: triethylsilane; trifluoroacetic acid / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere

4: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

With triethylsilane; tetrabutyl ammonium fluoride; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja208528c

Reference yield:

: 1350309-52-2
methyl 4,6-O-benzylidene-1-thio-3-O-triisopropylsilyl-α-D-mannopyranoside

: 1350309-46-4
methyl 3,4,6-tri-O-benzyl-2-O-(2-naphthylmethyl)-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydride / N,N-dimethyl-formamide / 3 h / 0 - 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 0 - 20 °C / Inert atmosphere

3: sodium hydride / N,N-dimethyl-formamide / 3 h / 0 - 20 °C / Inert atmosphere

4: triethylsilane; trifluoroacetic acid / dichloromethane / 20 h / 0 - 20 °C / Inert atmosphere

5: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

With triethylsilane; tetrabutyl ammonium fluoride; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja208528c