3-trifluoromethyl-3-[p-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyloxymethyl)phenyl]diazirine

Base Information

Chemical Name:3-trifluoromethyl-3-[p-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyloxymethyl)phenyl]diazirine
CAS No.:918945-58-1
Molecular Formula:C₂₃H₂₅F₃N₂O₁₀
Molecular Weight:546.454
Hs Code.:

Synonyms:3-trifluoromethyl-3-[p-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyloxymethyl)phenyl]diazirine

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Chemical Property of 3-trifluoromethyl-3-[p-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyloxymethyl)phenyl]diazirine

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Technology Process of 3-trifluoromethyl-3-[p-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyloxymethyl)phenyl]diazirine

There total 7 articles about 3-trifluoromethyl-3-[p-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyloxymethyl)phenyl]diazirine 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: 69.0%

: 121238-27-5
2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate

: 87736-88-7
3-[4-(hydroxymethyl)phenyl]-3-trifluoromethyl-3H-diazirine

: 918945-58-1
3-trifluoromethyl-3-[p-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyloxymethyl)phenyl]diazirine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 120h;
DOI:10.1002/ejoc.200600449

Reference yield:

: 873-75-6
4-bromobenzenemethanol

: 918945-58-1
3-trifluoromethyl-3-[p-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyloxymethyl)phenyl]diazirine

Guidance literature:: Multi-step reaction with 7 steps

1.1: 87 percent / imidazole / dimethylformamide / 20 °C

2.1: nBuLi / tetrahydrofuran / -30 °C

2.2: 89 percent / tetrahydrofuran / -50 °C

3.1: 60 percent / hydroxylamine hydrochloride / ethanol / 60 °C

4.1: 65 percent / N,N-DMAP; triethylamine / CH₂Cl₂ / 0 - 20 °C

5.1: NH₃ / diethyl ether / -60 °C

5.2: 55 percent / triethylamine; I₂ / methanol / 0 - 20 °C

6.1: 77 percent / HCl / methanol / 20 °C

7.1: 69 percent / TMSOTf / CH₂Cl₂ / 120 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; hydroxylamine hydrochloride; ammonia; triethylamine; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200600449

Reference yield:

: 87736-86-5
3-<4-<(tert-butyldimethylsiloxy)methyl>phenyl>-3-trifluoromethyl-3H-diazirine

: 918945-58-1
3-trifluoromethyl-3-[p-(2',3',4',6'-tetra-O-acetyl-α-D-mannopyranosyloxymethyl)phenyl]diazirine

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / HCl / methanol / 20 °C

2: 69 percent / TMSOTf / CH₂Cl₂ / 120 h / 20 °C

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; In methanol; dichloromethane;
DOI:10.1002/ejoc.200600449