methyl 3-azido-2,4-dibenzamido-2,3,4-trideoxy-6-O-tosyl-β-D-glucopyranoside

Base Information

Chemical Name:methyl 3-azido-2,4-dibenzamido-2,3,4-trideoxy-6-O-tosyl-β-D-glucopyranoside
CAS No.:675142-03-7
Molecular Formula:C₂₈H₂₉N₅O₇S
Molecular Weight:579.634
Hs Code.:

Synonyms:methyl 3-azido-2,4-dibenzamido-2,3,4-trideoxy-6-O-tosyl-β-D-glucopyranoside

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

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Chemical Property of methyl 3-azido-2,4-dibenzamido-2,3,4-trideoxy-6-O-tosyl-β-D-glucopyranoside

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Technology Process of methyl 3-azido-2,4-dibenzamido-2,3,4-trideoxy-6-O-tosyl-β-D-glucopyranoside

There total 5 articles about methyl 3-azido-2,4-dibenzamido-2,3,4-trideoxy-6-O-tosyl-β-D-glucopyranoside 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:

: 98-59-9
p-toluenesulfonyl chloride

: C₂₁H₂₃N₅O₅

: 675142-03-7
methyl 3-azido-2,4-dibenzamido-2,3,4-trideoxy-6-O-tosyl-β-D-glucopyranoside

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1016/j.tet.2003.11.080

Reference yield:

: 675141-98-7
1,6-anhydro-3-azido-2,4-dibenzamido-2,3,4-trideoxy-β-D-glucopyranose

: 675142-03-7
methyl 3-azido-2,4-dibenzamido-2,3,4-trideoxy-6-O-tosyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / CF₃CO₂H / 72 h / 20 °C

2: TMSOTf / 1,2-dichloro-ethane / 0.5 h / 50 °C

3: 0.61 g / 4 Angstroem molecular sieves / 1,2-dichloro-ethane / 2 h / 20 °C

4: MeONa; MeOH / toluene / 12 h / 20 °C

5: 0.875 g / Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

With methanol; dmap; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; triethylamine; trifluoroacetic acid; In dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1016/j.tet.2003.11.080

Reference yield:

: Acetic acid (3aR,5S,6S,7S,7aR)-7-azido-6-benzoylamino-2-phenyl-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]oxazol-5-ylmethyl ester

: 675142-03-7
methyl 3-azido-2,4-dibenzamido-2,3,4-trideoxy-6-O-tosyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 0.61 g / 4 Angstroem molecular sieves / 1,2-dichloro-ethane / 2 h / 20 °C

2: MeONa; MeOH / toluene / 12 h / 20 °C

3: 0.875 g / Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

With methanol; dmap; 4 A molecular sieve; sodium methylate; triethylamine; In dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1016/j.tet.2003.11.080