Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-(4-nitro-phenylsulfanyl)-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-(4-nitro-phenylsulfanyl)-tetrahydro-pyran-4-yl ester
• CAS No.: 500212-96-4
• Molecular Formula: C₁₈H₂₀N₄O₉S
• Molecular Weight: 468.444
• Mol file: 500212-96-4.mol

Synonyms:

Chemical Property of Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-(4-nitro-phenylsulfanyl)-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-(4-nitro-phenylsulfanyl)-tetrahydro-pyran-4-yl ester

There total 1 articles about Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-(4-nitro-phenylsulfanyl)-tetrahydro-pyran-4-yl ester 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:

3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride (67817-41-8) + para-nitrobenzenethiol (1849-36-1) → Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-(4-nitro-phenylsulfanyl)-tetrahydro-pyran-4-yl ester (500212-96-4)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; In ethyl acetate; at 40 ℃;

DOI:10.1023/A:1020428329743

Reference yield:

Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-(4-nitro-phenylsulfanyl)-tetrahydro-pyran-4-yl ester (500212-96-4) → Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-amino-6-(4-amino-phenylsulfanyl)-tetrahydro-pyran-4-yl ester

Guidance literature:

With acetic acid; zinc; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1023/A:1020428329743

Reference yield:

Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-(4-nitro-phenylsulfanyl)-tetrahydro-pyran-4-yl ester (500212-96-4) → (2R,3R,4R,5R,6S)-5-Azido-2-hydroxymethyl-6-(4-nitro-phenylsulfanyl)-tetrahydro-pyran-3,4-diol

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1023/A:1020428329743

upstream raw materials:

3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl chloride

para-nitrobenzenethiol

Downstream raw materials:

4-nitrophenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

4-(trichloroacetamido)phenyl 2-deoxy-3,4,6-tri-O-acetyl-1-thio-2-trichloroacetamido-β-D-galactopyranoside

4-nitrophenyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside

4-nitrophenyl 2-azido-4,6-di-O-acetyl-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-1-thio-β-D-galactopyranoside