2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl thiocyanate

Base Information

• Chemical Name: 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl thiocyanate
• CAS No.: 158419-90-0
• Molecular Formula: C₃₅H₂₇NO₉S
• Molecular Weight: 637.667

Synonyms:2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl thiocyanate

Chemical Property of 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl thiocyanate

Chemical Property:

Purity/Quality:

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Technology Process of 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl thiocyanate

There total 2 articles about 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl thiocyanate 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: 88.0%

potassium thioacyanate (333-20-0) + 2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl bromide (61198-88-7) → 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl isothiocyanate (132413-50-4,108967-45-9) + 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl thiocyanate (158419-90-0)

Guidance literature:

18-crown-6 ether; In acetone; for 7h; Yields of byproduct given;

DOI:10.1016/S0040-4020(01)87009-5

Reference yield:

2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl bromide (61198-88-7) + ammonium thiocyanate → 2,3,4,6-Tetra-O-benzoyl-α-D-galactopyranosyl isothiocyanate (1392843-80-9) + 2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl thiocyanate (1392843-78-5) + 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl isothiocyanate (132413-50-4,108967-45-9) + 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl thiocyanate (158419-90-0)

Guidance literature:

With tetrabutylammomium bromide; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1016/j.tet.2012.06.068

Reference yield: 85.0%

phenylmagnesium bromide + 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl thiocyanate (158419-90-0) → phenyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-galactopyranoside (62774-33-8,65236-83-1,65236-84-2,65236-86-4,121523-94-2,121523-99-7,121524-00-3,65615-60-3)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -40 ℃; for 0.166667h;

DOI:10.1016/S0040-4020(01)87009-5

upstream raw materials:

potassium thioacyanate

2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl bromide

Downstream raw materials:

methyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-galactopyranoside

ethyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-galactopyranoside

phenyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-galactopyranoside

O-methyl-S-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl) phenylthiophosphonate

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