2,3,6-tri-O-benzyl-4-O-methyl-13C₆-D-glucopyranosyl trichloroacetimidate

Base Information

Chemical Name:2,3,6-tri-O-benzyl-4-O-methyl-13C₆-D-glucopyranosyl trichloroacetimidate
CAS No.:904299-04-3
Molecular Formula:C₃₀H₃₂Cl₃NO₆
Molecular Weight:614.88
Hs Code.:

2,3,6-tri-O-benzyl-4-O-methyl-13C<sub>6</sub>-D-glucopyranosyl trichloroacetimidate

Synonyms:2,3,6-tri-O-benzyl-4-O-methyl-13C₆-D-glucopyranosyl trichloroacetimidate

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Chemical Property of 2,3,6-tri-O-benzyl-4-O-methyl-13C₆-D-glucopyranosyl trichloroacetimidate

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Technology Process of 2,3,6-tri-O-benzyl-4-O-methyl-13C₆-D-glucopyranosyl trichloroacetimidate

There total 7 articles about 2,3,6-tri-O-benzyl-4-O-methyl-13C₆-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:

: 2,3,6-tri-O-benzyl-4-O-methyl-13C₆-D-glucopyranose

: 545-06-2
trichloroacetonitrile

: 904299-04-3
2,3,6-tri-O-benzyl-4-O-methyl-13C₆-D-glucopyranosyl trichloroacetimidate

Guidance literature:: 2,3,6-tri-O-benzyl-4-O-methyl-13C₆-D-glucopyranose; With 1,2-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.5h;

trichloroacetonitrile; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/j.carres.2005.08.003

Reference yield:

: methyl 13C₆-β-D-glucopyranoside

: 904299-04-3
2,3,6-tri-O-benzyl-4-O-methyl-13C₆-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 63 percent / p-TsOH*H₂O / dioxane / 3 h / 30 °C / 30 Torr

2.1: 44 percent / NaH dispersion in mineral oil; tetra-n-butylammonium iodide / tetrahydrofuran / Heating

3.1: 87 percent / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 6 h / 20 °C

4.1: NaH dispersion in mineral oil / tetrahydrofuran / 0.5 h

4.2: 98 percent / tetrahydrofuran / 2 h / 20 °C

5.1: 78 percent / aq. trifluoromethanesulfonic acid / acetic acid / 3 h / 80 °C

6.1: diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.5 h / 20 °C

6.2: CH₂Cl₂ / 2 h / 20 °C

With triethylsilane; 1,2-diazabicyclo[5.4.0]undec-7-ene; trifluorormethanesulfonic acid; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetic acid;
DOI:10.1016/j.carres.2005.08.003

Reference yield:

: 869718-94-5
methyl 4,6-O-benzylidene-13C₆-β-D-glucopyranoside

: 904299-04-3
2,3,6-tri-O-benzyl-4-O-methyl-13C₆-D-glucopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 44 percent / NaH dispersion in mineral oil; tetra-n-butylammonium iodide / tetrahydrofuran / Heating

2.1: 87 percent / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 6 h / 20 °C

3.1: NaH dispersion in mineral oil / tetrahydrofuran / 0.5 h

3.2: 98 percent / tetrahydrofuran / 2 h / 20 °C

4.1: 78 percent / aq. trifluoromethanesulfonic acid / acetic acid / 3 h / 80 °C

5.1: diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.5 h / 20 °C

5.2: CH₂Cl₂ / 2 h / 20 °C

With triethylsilane; 1,2-diazabicyclo[5.4.0]undec-7-ene; trifluorormethanesulfonic acid; tetra-(n-butyl)ammonium iodide; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetic acid;
DOI:10.1016/j.carres.2005.08.003