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

Base Information

• Chemical Name: 1-Thio-2,3,4,6-tetra-O-acetyl-β-D-glucose sodiumsalt
• CAS No.: 55474-17-4
• Molecular Formula: C₁₄H₁₉O₉S*Na
• Molecular Weight: 386.355
• Mol file: 55474-17-4.mol

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

Chemical Property of 1-Thio-2,3,4,6-tetra-O-acetyl-β-D-glucose 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-THIOGLUCOPYRANOSE SODIUM SALT 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

O2,O3,O4,O6,S-Pentaacetyl-1-thio-β-D-glucopyranose (6806-56-0,13639-50-4,51898-27-2,62860-10-0,63783-77-7,92217-67-9,92217-68-0,130796-15-5) → Sodium; (2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-thiolate (55474-17-4)

Guidance literature:

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

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

Reference yield:

Sodium; (2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-thiolate (55474-17-4) → Benzoic acid (E)-(R)-1-[(R)-1-amino-2-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-ylsulfanyl)-ethyl]-hexadec-2-enyl ester (136591-19-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) acetic anhydride, pyridine / 1.) DMF, 24 h, 40 deg C, 2.) overnight, r.t.

2: H₂S, pyridine / H₂O / 48 h / Ambient temperature

With pyridine; hydrogen sulfide; acetic anhydride; In water;

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

Reference yield:

Sodium; (2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-thiolate (55474-17-4) → S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->1)-(2R,3R,4E)-3-benzoyloxy-2-octadecanamido-4-octadecene-1-thiol (102527-08-2,136657-50-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.) acetic anhydride, pyridine / 1.) DMF, 24 h, 40 deg C, 2.) overnight, r.t.

2: H₂S, pyridine / H₂O / 48 h / Ambient temperature

3: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (WSC) / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; hydrogen sulfide; acetic anhydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water;

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

upstream raw materials:

O²,O³,O⁴,O⁶,S-Pentaacetyl-1-thio-β-D-glucopyranose

Downstream raw materials:

Benzoic acid (E)-(R)-1-[(R)-1-amino-2-((2S,3R,4S,5R,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-glucopyranosyl)-(1->1)-(2R,3R,4E)-3-benzoyloxy-2-octadecanamido-4-octadecene-1-thiol