1-Thio-2,3,4,6-tetra-O-acetyl-β-D-galactose sodiumsalt

Base Information

• Chemical Name: 1-Thio-2,3,4,6-tetra-O-acetyl-β-D-galactose sodiumsalt
• CAS No.: 73962-00-2
• Molecular Formula: C14H20 O9 S . Na
• Molecular Weight: 386.351
• Mol file: 73962-00-2.mol

Synonyms:1-Thio-2,3,4,6-tetra-O-acetyl-β-D-galactose sodiumsalt

Chemical Property of 1-Thio-2,3,4,6-tetra-O-acetyl-β-D-galactose sodiumsalt

Chemical Property:

• PSA: 114.43000
• LogP: -0.38360

Purity/Quality:

99% ^*data from raw suppliers

2,3,4,6-TETRA-O-ACETYL-BETA-D-THIOGALACTOPYRANOSE SODIUM SALT 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Thio-2,3,4,6-tetra-O-acetyl-β-D-galactose sodiumsalt

There total 2 articles about 1-Thio-2,3,4,6-tetra-O-acetyl-β-D-galactose sodiumsalt 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:

2,3,4,6-tetra-O-acetyl-1S-acetyl-1-thio-β-D-galactopyranose (6806-56-0) → Sodium; (2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-thiolate (73962-00-2)

Guidance literature:

With sodium methylate; at -20 ℃; for 0.0833333h;

DOI:10.1016/S0008-6215(00)90529-9

Reference yield:

2,3,4,6-tetra-O-acetyl-1-thio-D-galactopyranose (19879-84-6,56981-51-2,72541-16-3,72748-72-2,92691-83-3,110660-22-5,50615-66-2) → Sodium; (2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-thiolate (73962-00-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c2ob26388b DOI:10.1039/c2ob26388b

Reference yield:

Sodium; (2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-thiolate (73962-00-2) + benzyl N-(tert-butoxycarbonyl)-β-bromo-L-alanine (119768-49-9) → (R)-2-tert-Butoxycarbonylamino-3-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-ylsulfanyl)-propionic acid benzyl ester

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1002/anie.200500090

upstream raw materials:

2,3,4,6-tetra-O-acetyl-1S-acetyl-1-thio-β-D-galactopyranose

2,3,4,6-tetra-O-acetyl-1-thio-D-galactopyranose

Downstream raw materials:

Benzoic acid (E)-(R)-1-[(R)-1-amino-2-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-ylsulfanyl)-ethyl]-hexadec-2-enyl ester

S-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->1)-(2R,3R,4E)-3-benzoyloxy-2-octadecanamido-4-octadecene-1-thiol

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