2-(trimethylsilyl)ethyl 2-O-benzyl-4-C-methyl-3-O-phenoxycarbonyl-β-D-glucopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2-O-benzyl-4-C-methyl-3-O-phenoxycarbonyl-β-D-glucopyranoside
CAS No.:917568-55-9
Molecular Formula:C₂₆H₃₆O₈Si
Molecular Weight:504.653
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 2-O-benzyl-4-C-methyl-3-O-phenoxycarbonyl-β-D-glucopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 2-O-benzyl-4-C-methyl-3-O-phenoxycarbonyl-β-D-glucopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 2-O-benzyl-4-C-methyl-3-O-phenoxycarbonyl-β-D-glucopyranoside

There total 10 articles about 2-(trimethylsilyl)ethyl 2-O-benzyl-4-C-methyl-3-O-phenoxycarbonyl-β-D-glucopyranoside 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:

: 848647-23-4
2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-β-D-galactopyranoside

: 917568-55-9
2-(trimethylsilyl)ethyl 2-O-benzyl-4-C-methyl-3-O-phenoxycarbonyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 82 percent / NaH / dimethylformamide / 1.5 h / 0 °C

2: 90 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h

3: 96 percent / imidazole / dimethylformamide / 8 h

4: 100 percent / acetic anhydride / dimethylsulfoxide / 3 h / 65 °C

5: 76 percent / diethyl ether / -78 - 20 °C

6: 78 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 1 h / 0 °C

7: 100 percent / CH₂Cl₂; pyridine / 0.33 h / 0 °C

8: 96 percent / p-toluenesulfonic acid monohydrate / acetonitrile; H₂O / 3 h

With 1H-imidazole; acetic anhydride; sodium hydride; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In pyridine; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja065907x

Reference yield:

: 917568-53-7
2-(trimethylsilyl)ethyl 2-O-benzyl-6-O-tert-butyldimethysilyl-4-C-methyl-β-D-glucopyranoside

: 917568-55-9
2-(trimethylsilyl)ethyl 2-O-benzyl-4-C-methyl-3-O-phenoxycarbonyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / CH₂Cl₂; pyridine / 0.33 h / 0 °C

2: 96 percent / p-toluenesulfonic acid monohydrate / acetonitrile; H₂O / 3 h

With toluene-4-sulfonic acid; In pyridine; dichloromethane; water; acetonitrile;
DOI:10.1021/ja065907x

Reference yield:

: 917568-49-1
2-(trimethylsilyl)ethyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-galactopyranoside

: 917568-55-9
2-(trimethylsilyl)ethyl 2-O-benzyl-4-C-methyl-3-O-phenoxycarbonyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / imidazole / dimethylformamide / 8 h

2: 100 percent / acetic anhydride / dimethylsulfoxide / 3 h / 65 °C

3: 76 percent / diethyl ether / -78 - 20 °C

4: 78 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 1 h / 0 °C

5: 100 percent / CH₂Cl₂; pyridine / 0.33 h / 0 °C

6: 96 percent / p-toluenesulfonic acid monohydrate / acetonitrile; H₂O / 3 h

With 1H-imidazole; acetic anhydride; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In pyridine; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja065907x