2-iodoethyl 2-O-(2-deoxy-2-[3-(trifluoromethyl)benzamido]-β-D-glucopyranosyl)-3-[3-[4-chloro-3-(trifluoromethyl)phenyl]ureido]-3-deoxy-4-O-methyl-β-D-glucopyranosiduronamide

Base Information

Chemical Name:2-iodoethyl 2-O-(2-deoxy-2-[3-(trifluoromethyl)benzamido]-β-D-glucopyranosyl)-3-[3-[4-chloro-3-(trifluoromethyl)phenyl]ureido]-3-deoxy-4-O-methyl-β-D-glucopyranosiduronamide
CAS No.:499115-50-3
Molecular Formula:C₃₁H₃₄ClF₆IN₄O₁₁
Molecular Weight:914.979
Hs Code.:

2-iodoethyl 2-O-(2-deoxy-2-[3-(trifluoromethyl)benzamido]-β-D-glucopyranosyl)-3-[3-[4-chloro-3-(trifluoromethyl)phenyl]ureido]-3-deoxy-4-O-methyl-β-D-glucopyranosiduronamide

Synonyms:2-iodoethyl 2-O-(2-deoxy-2-[3-(trifluoromethyl)benzamido]-β-D-glucopyranosyl)-3-[3-[4-chloro-3-(trifluoromethyl)phenyl]ureido]-3-deoxy-4-O-methyl-β-D-glucopyranosiduronamide

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Chemical Property of 2-iodoethyl 2-O-(2-deoxy-2-[3-(trifluoromethyl)benzamido]-β-D-glucopyranosyl)-3-[3-[4-chloro-3-(trifluoromethyl)phenyl]ureido]-3-deoxy-4-O-methyl-β-D-glucopyranosiduronamide

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Technology Process of 2-iodoethyl 2-O-(2-deoxy-2-[3-(trifluoromethyl)benzamido]-β-D-glucopyranosyl)-3-[3-[4-chloro-3-(trifluoromethyl)phenyl]ureido]-3-deoxy-4-O-methyl-β-D-glucopyranosiduronamide

There total 10 articles about 2-iodoethyl 2-O-(2-deoxy-2-[3-(trifluoromethyl)benzamido]-β-D-glucopyranosyl)-3-[3-[4-chloro-3-(trifluoromethyl)phenyl]ureido]-3-deoxy-4-O-methyl-β-D-glucopyranosiduronamide 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:

: acetic acid 3-acetoxy-2-acetoxymethyl-6-[6-carbamoyl-4-[3-(4-chloro-3-trifluoromethyl-phenyl)-ureido]-2-(2-iodo-ethoxy)-5-methoxy-tetrahydro-pyran-3-yloxy]-5-(3-trifluoromethyl-benzoylamino)-tetrahydro-pyran-4-yl ester

: 499115-50-3
2-iodoethyl 2-O-(2-deoxy-2-[3-(trifluoromethyl)benzamido]-β-D-glucopyranosyl)-3-[3-[4-chloro-3-(trifluoromethyl)phenyl]ureido]-3-deoxy-4-O-methyl-β-D-glucopyranosiduronamide

Guidance literature:: With sodium methylate; In methanol; for 2h;
DOI:10.1016/S0040-4020(02)00743-3

Reference yield:

: 454-92-2
3-(trifluoromethyl)benzoic acid

: 499115-50-3
2-iodoethyl 2-O-(2-deoxy-2-[3-(trifluoromethyl)benzamido]-β-D-glucopyranosyl)-3-[3-[4-chloro-3-(trifluoromethyl)phenyl]ureido]-3-deoxy-4-O-methyl-β-D-glucopyranosiduronamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 93 percent / HATU; DIPEA / dimethylformamide / 12 h / 20 °C

2.1: 92 percent / DMAP; pyridine / 2 h / 20 °C

3.1: 83 percent / BF₃*Et₂O; Hg(TFA)2 / 4.5 h

4.1: P(CH₃)3 / tetrahydrofuran; ethanol / 1.5 h

4.2: H₂O / tetrahydrofuran; ethanol / 12 h

5.1: 72 mg / CH₂Cl₂; dimethylformamide / 3.5 h

6.1: NaI / acetone / 24 h / Heating

7.1: 66 mg / NaOMe / methanol / 2 h

With pyridine; dmap; boron trifluoride diethyl etherate; sodium methylate; mercury(II) trifluoroacetate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium iodide; trimethylphosphane; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(02)00743-3

Reference yield:

: 394247-91-7
phenyl 2-O-(2-deoxy-3,4,6-tri-O-acetyl-2-[3-(trifluoromethyl)benzamido]-β-D-glucopyranosyl)-3-azido-3-deoxy-4-O-methyl-1-thio-β-D-glucopyranosiduronamide

: 499115-50-3
2-iodoethyl 2-O-(2-deoxy-2-[3-(trifluoromethyl)benzamido]-β-D-glucopyranosyl)-3-[3-[4-chloro-3-(trifluoromethyl)phenyl]ureido]-3-deoxy-4-O-methyl-β-D-glucopyranosiduronamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 83 percent / BF₃*Et₂O; Hg(TFA)2 / 4.5 h

2.1: P(CH₃)3 / tetrahydrofuran; ethanol / 1.5 h

2.2: H₂O / tetrahydrofuran; ethanol / 12 h

3.1: 72 mg / CH₂Cl₂; dimethylformamide / 3.5 h

4.1: NaI / acetone / 24 h / Heating

5.1: 66 mg / NaOMe / methanol / 2 h

With boron trifluoride diethyl etherate; sodium methylate; mercury(II) trifluoroacetate; sodium iodide; trimethylphosphane; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(02)00743-3