5-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-phenyl-5-thiotetrazole

Base Information

• Chemical Name: 5-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-phenyl-5-thiotetrazole
• CAS No.: 52431-86-4
• Molecular Formula: C₂₁H₂₄N₄O₉S
• Molecular Weight: 508.509
• Mol file: 52431-86-4.mol

Synonyms:5-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-phenyl-5-thiotetrazole

Chemical Property of 5-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-phenyl-5-thiotetrazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-phenyl-5-thiotetrazole

There total 7 articles about 5-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-phenyl-5-thiotetrazole 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: 90.0%

1-Phenyl-1H-tetrazole-5-thiol (86-93-1) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 5-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-phenyl-5-thiotetrazole (52431-86-4)

Guidance literature:

With potassium carbonate; In acetone; for 0.5h; microwave irradiation;

DOI:10.1016/j.carres.2007.02.007

Reference yield:

5,5'-dithiobis(1-phenyl-1H-tetrazole) (5117-07-7) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 5-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1-phenyl-5-thiotetrazole (52431-86-4) + C21H24N4O9S

Guidance literature:

With potassium phosphate; 1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)-2-trisilanol; (2r,4s,5r)-2,4,5,6-Tetrakis(3,6-dichloro-9H-carbazol-9-yl)isophthalonitrile; In water; 1,2-dichloro-ethane; at -5 ℃; for 24h; Overall yield = 46 percent; stereoselective reaction; Inert atmosphere; Irradiation;

DOI:10.1039/d0sc04136j

Reference yield:

1-Phenyl-1H-tetrazole-5-thiol (86-93-1) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → 1-phenyl-1H-tetrazol-5-yl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-galactopyranoside (30929-14-7,30929-19-2,52431-86-4)

Guidance literature:

With tetrabutylammomium bromide; sodium carbonate; In dichloromethane; water; at 20 ℃; for 8h; stereoselective reaction;

DOI:10.3762/bjoc.9.112

upstream raw materials:

1-Phenyl-1H-tetrazole-5-thiol

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

2,3,4,5-tetra-O-acetyl-D-glucopyranose

5,5'-dithiobis(1-phenyl-1H-tetrazole)