N,N'-dimethyl-N-benzyl-[4-(2,3,4-tri-O-tert-butyldimethylsilyl-β-D-glucopyranosyl)uronate-3-nitrobenzoyloxycarbonyl]-N'-(tert-butoxycarbonyl)ethylenediamine

Base Information

Chemical Name:N,N'-dimethyl-N-benzyl-[4-(2,3,4-tri-O-tert-butyldimethylsilyl-β-D-glucopyranosyl)uronate-3-nitrobenzoyloxycarbonyl]-N'-(tert-butoxycarbonyl)ethylenediamine
CAS No.:637330-39-3
Molecular Formula:C₄₈H₈₁N₃O₁₃Si₃
Molecular Weight:992.44
Hs Code.:

N,N'-dimethyl-N-benzyl-[4-(2,3,4-tri-O-tert-butyldimethylsilyl-β-D-glucopyranosyl)uronate-3-nitrobenzoyloxycarbonyl]-N'-(tert-butoxycarbonyl)ethylenediamine

Synonyms:

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Chemical Property of N,N'-dimethyl-N-benzyl-[4-(2,3,4-tri-O-tert-butyldimethylsilyl-β-D-glucopyranosyl)uronate-3-nitrobenzoyloxycarbonyl]-N'-(tert-butoxycarbonyl)ethylenediamine

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Technology Process of N,N'-dimethyl-N-benzyl-[4-(2,3,4-tri-O-tert-butyldimethylsilyl-β-D-glucopyranosyl)uronate-3-nitrobenzoyloxycarbonyl]-N'-(tert-butoxycarbonyl)ethylenediamine

There total 8 articles about N,N'-dimethyl-N-benzyl-[4-(2,3,4-tri-O-tert-butyldimethylsilyl-β-D-glucopyranosyl)uronate-3-nitrobenzoyloxycarbonyl]-N'-(tert-butoxycarbonyl)ethylenediamine 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:

: 112257-19-9
tert-butyl N-methyl-N-<2-(methylamino)ethyl>carbamate

: 637330-38-2
benzyl [(2-nitro-4-(4-nitrophenoxycarbonyloxymethyl)phenoxy)-2,3,4-tri-(O-tert-butyldimethylsilyl)-β-D-glucopyranosid]uronate

: 637330-39-3
N,N'-dimethyl-N-benzyl-[4-(2,3,4-tri-O-tert-butyldimethylsilyl-β-D-glucopyranosyl)uronate-3-nitrobenzoyloxycarbonyl]-N'-(tert-butoxycarbonyl)ethylenediamine

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 5h;
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

: 637330-39-3
N,N'-dimethyl-N-benzyl-[4-(2,3,4-tri-O-tert-butyldimethylsilyl-β-D-glucopyranosyl)uronate-3-nitrobenzoyloxycarbonyl]-N'-(tert-butoxycarbonyl)ethylenediamine

Guidance literature:: Multi-step reaction with 8 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

5: 72 percent / Ti(OEt)4; 4 Angstroem molecular sieves / toluene / 48 h / Heating

6: 85 percent / AcOH; TBAF / dimethylformamide

7: 54 percent / pyridine / CH₂Cl₂ / 20 °C

8: 38 mg / pyridine / CH₂Cl₂ / 5 h / 20 °C

With pyridine; 1H-imidazole; dmap; titanium(IV) tetraethanolate; sodium tetrahydroborate; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium methylate; silica gel; acetic acid; In pyridine; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; isopropyl alcohol; toluene;
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

: 637330-39-3
N,N'-dimethyl-N-benzyl-[4-(2,3,4-tri-O-tert-butyldimethylsilyl-β-D-glucopyranosyl)uronate-3-nitrobenzoyloxycarbonyl]-N'-(tert-butoxycarbonyl)ethylenediamine

Guidance literature:: Multi-step reaction with 7 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

4: 72 percent / Ti(OEt)4; 4 Angstroem molecular sieves / toluene / 48 h / Heating

5: 85 percent / AcOH; TBAF / dimethylformamide

6: 54 percent / pyridine / CH₂Cl₂ / 20 °C

7: 38 mg / pyridine / CH₂Cl₂ / 5 h / 20 °C

With pyridine; 1H-imidazole; dmap; titanium(IV) tetraethanolate; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium methylate; acetic acid; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/b306236h