4-O-benzoyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-α-D-glucopyranosyl trichloroacetimidate

Base Information

Chemical Name:4-O-benzoyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-α-D-glucopyranosyl trichloroacetimidate
CAS No.:765910-18-7
Molecular Formula:C₂₉H₂₈Cl₆N₂O₉
Molecular Weight:761.267
Hs Code.:

Synonyms:4-O-benzoyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-α-D-glucopyranosyl trichloroacetimidate

Suppliers and Price of 4-O-benzoyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-α-D-glucopyranosyl trichloroacetimidate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 4-O-benzoyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-α-D-glucopyranosyl trichloroacetimidate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 4-O-benzoyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-α-D-glucopyranosyl trichloroacetimidate

There total 8 articles about 4-O-benzoyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-α-D-glucopyranosyl trichloroacetimidate 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:

: 545-06-2
trichloroacetonitrile

: Benzoic acid (2R,3S,4R,5R)-2-benzyloxymethyl-6-hydroxy-4-(4-oxo-pentanoyloxy)-5-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-3-yl ester

: 765910-18-7
4-O-benzoyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-α-D-glucopyranosyl trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/j.tet.2004.06.037

Reference yield:

: 56644-75-8,10353-00-1
1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroacetamido)-β-D-glucopyranose

: 765910-18-7
4-O-benzoyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-α-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 9 steps

1: benzylamine / tetrahydrofuran / 6 h

2: 0.950 g / imidazole / dimethylformamide / 12 h

3: NaOMe / methanol / 2 h / 0 °C

4: p-toluenesulfonic acid / acetonitrile / 1 h

5: 2.30 g / DMAP / CH₂Cl₂ / 0.5 h

6: 75 percent / Et₃SiH; CF₃CO₂H / CH₂Cl₂ / 3 h / 0 °C

7: 91 percent / DMAP / CH₂Cl₂ / 1 h

8: TBAF; AcOH / tetrahydrofuran / 1 h / 0 °C

9: 0.254 g / DBU / CH₂Cl₂ / 1 h / 0 °C

With 1H-imidazole; triethylsilane; dmap; tetrabutyl ammonium fluoride; sodium methylate; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; benzylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tet.2004.06.037

Reference yield:

: tert-butyldimethylsilyl 4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 765910-18-7
4-O-benzoyl-6-O-benzyl-2-deoxy-3-O-levulinoyl-2-trichloroacetamido-α-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1: 2.30 g / DMAP / CH₂Cl₂ / 0.5 h

2: 75 percent / Et₃SiH; CF₃CO₂H / CH₂Cl₂ / 3 h / 0 °C

3: 91 percent / DMAP / CH₂Cl₂ / 1 h

4: TBAF; AcOH / tetrahydrofuran / 1 h / 0 °C

5: 0.254 g / DBU / CH₂Cl₂ / 1 h / 0 °C

With triethylsilane; dmap; tetrabutyl ammonium fluoride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2004.06.037