methyl 4,6-O-benzylidene-1-thio-3-O-triisopropylsilyl-α-D-mannopyranoside

Base Information

Chemical Name:methyl 4,6-O-benzylidene-1-thio-3-O-triisopropylsilyl-α-D-mannopyranoside
CAS No.:1350309-52-2
Molecular Formula:C₂₃H₃₈O₅SSi
Molecular Weight:454.703
Hs Code.:

Synonyms:methyl 4,6-O-benzylidene-1-thio-3-O-triisopropylsilyl-α-D-mannopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 4,6-O-benzylidene-1-thio-3-O-triisopropylsilyl-α-D-mannopyranoside

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Technology Process of methyl 4,6-O-benzylidene-1-thio-3-O-triisopropylsilyl-α-D-mannopyranoside

There total 1 articles about methyl 4,6-O-benzylidene-1-thio-3-O-triisopropylsilyl-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: 70.0%

: 13154-24-0
triisopropylsilyl chloride

: 165307-54-0
methyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside

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

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 18h; Inert atmosphere;
DOI:10.1021/ja208528c

Reference yield: 95.0%

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

: 939-26-4
2-bromomethylnaphthyl bromide

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

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ja208528c

Reference yield:

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

: 1350309-49-7
4-methoxyphenyl 3,6-di-O-benzyl-4-O-triethylsilyl-β-D-mannopyranosyl-(1->4)-2,3-di-O-benzoyl-α-D-xylopyranoside

Guidance literature:: Multi-step reaction with 7 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: 2,6-dimethylpyridine / dichloromethane / 96 h / 0 - 20 °C / Inert atmosphere

6: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere; Molecular sieve 4A

7: 2,6-di-tert-butyl-4-methylpyridine; methyl trifluoromethanesulfonate / dichloromethane / 48 h / 40 °C / Inert atmosphere; Molecular sieve 4A

With 2,6-dimethylpyridine; triethylsilane; 2,6-di-tert-butyl-4-methylpyridine; tetrabutyl ammonium fluoride; sodium hydride; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; methyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja208528c