4’-methyl phenyl 2-azido-2-deoxy-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:4’-methyl phenyl 2-azido-2-deoxy-1-thio-β-D-glucopyranoside
CAS No.:501088-37-5
Molecular Formula:C₁₃H₁₇N₃O₄S
Molecular Weight:311.362
Hs Code.:

Synonyms:4’-methyl phenyl 2-azido-2-deoxy-1-thio-β-D-glucopyranoside

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Chemical Property of 4’-methyl phenyl 2-azido-2-deoxy-1-thio-β-D-glucopyranoside

Chemical Property:

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Technology Process of 4’-methyl phenyl 2-azido-2-deoxy-1-thio-β-D-glucopyranoside

There total 6 articles about 4’-methyl phenyl 2-azido-2-deoxy-1-thio-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:

: p-methylphenyl 2-amino-2-deoxy-1-thio-β-D-glucopyranoside

: 501088-37-5
4’-methyl phenyl 2-azido-2-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: With triflic azide; potassium carbonate; zinc(II) chloride; In methanol; dichloromethane; water; at 20 ℃; for 18h;
DOI:10.1021/jo0206420

Reference yield:

: 220645-20-5
p-methylphenyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-2-(2,2,2-trichloroethyloxycarbonylamino)-β-D-glucopyranoside

: 501088-37-5
4’-methyl phenyl 2-azido-2-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: zinc; AcOH / methanol; CH₂Cl₂ / 1 h / 20 °C

2: NaOMe; MeOH / CH₂Cl₂ / 2 h / 20 °C

3: K₂CO₃; ZnCl₂; triflyl azide / CH₂Cl₂; methanol; H₂O / 18 h / 20 °C

With methanol; triflic azide; sodium methylate; potassium carbonate; acetic acid; zinc(II) chloride; zinc; In methanol; dichloromethane; water; 2: Zemplen deacetylation;
DOI:10.1021/jo0206420

Reference yield:

: Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-amino-6-p-tolylsulfanyl-tetrahydro-pyran-4-yl ester

: 501088-37-5
4’-methyl phenyl 2-azido-2-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: NaOMe; MeOH / CH₂Cl₂ / 2 h / 20 °C

2: K₂CO₃; ZnCl₂; triflyl azide / CH₂Cl₂; methanol; H₂O / 18 h / 20 °C

With methanol; triflic azide; sodium methylate; potassium carbonate; zinc(II) chloride; In methanol; dichloromethane; water; 1: Zemplen deacetylation;
DOI:10.1021/jo0206420