3-O-benzyl-1,2-di-O-tert-butyldimethylsilyl-4-O-ethoxycarbonyl-6-deoxy-6-nitro-β-D-glucopyranose

Base Information

Chemical Name:3-O-benzyl-1,2-di-O-tert-butyldimethylsilyl-4-O-ethoxycarbonyl-6-deoxy-6-nitro-β-D-glucopyranose
CAS No.:608525-50-4
Molecular Formula:C₂₈H₄₉NO₉Si₂
Molecular Weight:599.869
Hs Code.:

Synonyms:3-O-benzyl-1,2-di-O-tert-butyldimethylsilyl-4-O-ethoxycarbonyl-6-deoxy-6-nitro-β-D-glucopyranose

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Chemical Property of 3-O-benzyl-1,2-di-O-tert-butyldimethylsilyl-4-O-ethoxycarbonyl-6-deoxy-6-nitro-β-D-glucopyranose

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Technology Process of 3-O-benzyl-1,2-di-O-tert-butyldimethylsilyl-4-O-ethoxycarbonyl-6-deoxy-6-nitro-β-D-glucopyranose

There total 4 articles about 3-O-benzyl-1,2-di-O-tert-butyldimethylsilyl-4-O-ethoxycarbonyl-6-deoxy-6-nitro-β-D-glucopyranose 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: 67.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 3-O-benzyl-4-O-ethoxycarbonyl-6-deoxy-6-nitro-D-glucopyranose

: 608525-50-4
3-O-benzyl-1,2-di-O-tert-butyldimethylsilyl-4-O-ethoxycarbonyl-6-deoxy-6-nitro-β-D-glucopyranose

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1016/S0040-4020(03)00988-8

Reference yield:

: 23558-05-6
3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

: 608525-50-4
3-O-benzyl-1,2-di-O-tert-butyldimethylsilyl-4-O-ethoxycarbonyl-6-deoxy-6-nitro-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 40 percent / Bu₄NF; Et₃N; t-BuMe₂SiCl

2: CF₃COOH / H₂O / 9 h / 20 °C

3: 0.08 g / Bu₄NF / tetrahydrofuran / 16 h / 20 °C

4: 67 percent / imidazole / dimethylformamide / 18 h / 20 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; tert-butyldimethylsilyl chloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(03)00988-8

Reference yield:

: ethyl 3-O-benzyl-6-deoxy-6-nitro-D,L-glycero-α-D-glucoheptofuronate

: 608525-50-4
3-O-benzyl-1,2-di-O-tert-butyldimethylsilyl-4-O-ethoxycarbonyl-6-deoxy-6-nitro-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 0.08 g / Bu₄NF / tetrahydrofuran / 16 h / 20 °C

2: 67 percent / imidazole / dimethylformamide / 18 h / 20 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(03)00988-8