p-nitrophenyl 2,3,6-tri-O-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-4-thio-α-D-glucopyranoside

Base Information

• Chemical Name: p-nitrophenyl 2,3,6-tri-O-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-4-thio-α-D-glucopyranoside
• CAS No.: 93677-26-0
• Molecular Formula: C₃₂H₃₉NO₁₉S
• Molecular Weight: 773.723

Synonyms:p-nitrophenyl 2,3,6-tri-O-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-4-thio-α-D-glucopyranoside

Chemical Property of p-nitrophenyl 2,3,6-tri-O-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-4-thio-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of p-nitrophenyl 2,3,6-tri-O-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-4-thio-α-D-glucopyranoside

There total 6 articles about p-nitrophenyl 2,3,6-tri-O-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-4-thio-α-D-glucopyranoside 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:

sodium salt of 1-thio-α-D-glucopyranose (62778-20-5) → p-nitrophenyl 2,3,6-tri-O-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-4-thio-α-D-glucopyranoside (93677-26-0)

Guidance literature:

Multi-step reaction with 3 steps

1: hexamethylphosphoric acid triamide / 4 h / Ambient temperature

2: pyridine

3: 1.) sodium methoxide, 2.) pyridine / 1.) methanol, 78 h

With pyridine; sodium methylate; In N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1039/P19840001885

Reference yield:

p-nitrophenyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside (77988-32-0) → p-nitrophenyl 2,3,6-tri-O-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-4-thio-α-D-glucopyranoside (93677-26-0)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 1.) 30 min, 0 deg C, 2.) 2 h, room temperature

2: hexamethylphosphoric acid triamide / 4 h / Ambient temperature

3: pyridine

4: 1.) sodium methoxide, 2.) pyridine / 1.) methanol, 78 h

With pyridine; sodium methylate; In N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1039/P19840001885

Reference yield:

p-nitrophenyl 2,3,6-tri-O-benzoyl-4-O-trifluoromethylsulphonyl-α-D-galactopyranoside (93677-23-7) → p-nitrophenyl 2,3,6-tri-O-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-4-thio-α-D-glucopyranoside (93677-26-0)

Guidance literature:

Multi-step reaction with 3 steps

1: hexamethylphosphoric acid triamide / 4 h / Ambient temperature

2: pyridine

3: 1.) sodium methoxide, 2.) pyridine / 1.) methanol, 78 h

With pyridine; sodium methylate; In N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1039/P19840001885

upstream raw materials:

acetic anhydride

p-nitrophenyl 2,3,6-tri-O-benzoyl-4-S-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-4-thio-α-D-glucopyranoside

sodium salt of 1-thio-α-D-glucopyranose

p-nitrophenyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside

Downstream raw materials:

p-nitrophenyl 4-thio-α-maltoside

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