methyl {[2-nitro-4-(O-tert-butyldiphenylsilylmethyl)phenyl]-2,3,4-tri-(O-tert-butyldimethylsilyl)-β-D-glucopyranosid}uronate

Base Information

Chemical Name:methyl {[2-nitro-4-(O-tert-butyldiphenylsilylmethyl)phenyl]-2,3,4-tri-(O-tert-butyldimethylsilyl)-β-D-glucopyranosid}uronate
CAS No.:637330-35-9
Molecular Formula:C₄₈H₇₇NO₁₀Si₄
Molecular Weight:940.482
Hs Code.:

Synonyms:methyl {[2-nitro-4-(O-tert-butyldiphenylsilylmethyl)phenyl]-2,3,4-tri-(O-tert-butyldimethylsilyl)-β-D-glucopyranosid}uronate

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Chemical Property of methyl {[2-nitro-4-(O-tert-butyldiphenylsilylmethyl)phenyl]-2,3,4-tri-(O-tert-butyldimethylsilyl)-β-D-glucopyranosid}uronate

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Technology Process of methyl {[2-nitro-4-(O-tert-butyldiphenylsilylmethyl)phenyl]-2,3,4-tri-(O-tert-butyldimethylsilyl)-β-D-glucopyranosid}uronate

There total 4 articles about methyl {[2-nitro-4-(O-tert-butyldiphenylsilylmethyl)phenyl]-2,3,4-tri-(O-tert-butyldimethylsilyl)-β-D-glucopyranosid}uronate 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: 84.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 637330-34-8
methyl [2-nitro-4-(O-tert-butyldiphenylsilylmethyl)phenyl-β-D-glucopyranosid]uronate

: 637330-35-9
methyl {[2-nitro-4-(O-tert-butyldiphenylsilylmethyl)phenyl]-2,3,4-tri-(O-tert-butyldimethylsilyl)-β-D-glucopyranosid}uronate

Guidance literature:: With dmap; In pyridine; dichloromethane; at 20 ℃;
DOI:10.1039/b306236h

Reference yield:

: 148579-93-5
(2S,3R,4S,5S,6S)-2-(4-formyl-2-nitrophenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 637330-35-9
methyl {[2-nitro-4-(O-tert-butyldiphenylsilylmethyl)phenyl]-2,3,4-tri-(O-tert-butyldimethylsilyl)-β-D-glucopyranosid}uronate

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / NaBH₄; silica / CHCl₃; propan-2-ol / 0 - 20 °C

2: 65 percent / NaOMe / methanol / -15 - 20 °C

3: 85 percent / imidazole / dimethylformamide / 8 h / 20 °C

4: 84 percent / DMAP / pyridine; CH₂Cl₂ / 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; sodium methylate; silica gel; In pyridine; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1039/b306236h

Reference yield:

: 148579-94-6
(25,3R,45,55,65)-2-(4-(hydroxymethyl)-2-nitrophenoxy)-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 637330-35-9
methyl {[2-nitro-4-(O-tert-butyldiphenylsilylmethyl)phenyl]-2,3,4-tri-(O-tert-butyldimethylsilyl)-β-D-glucopyranosid}uronate

Guidance literature:: Multi-step reaction with 3 steps

1: 65 percent / NaOMe / methanol / -15 - 20 °C

2: 85 percent / imidazole / dimethylformamide / 8 h / 20 °C

3: 84 percent / DMAP / pyridine; CH₂Cl₂ / 20 °C

With 1H-imidazole; dmap; sodium methylate; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b306236h