methyl (4-azido-2-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-α-D-glycero-D-galacto-2-nonulopyranozid)onate

Base Information

• Chemical Name: methyl (4-azido-2-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-α-D-glycero-D-galacto-2-nonulopyranozid)onate
• CAS No.: 117654-62-3
• Molecular Formula: C₂₆H₃₁N₅O₁₄S
• Molecular Weight: 669.623
• Mol file: 117654-62-3.mol

Synonyms:methyl (4-azido-2-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-α-D-glycero-D-galacto-2-nonulopyranozid)onate

Chemical Property of methyl (4-azido-2-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-α-D-glycero-D-galacto-2-nonulopyranozid)onate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (4-azido-2-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-α-D-glycero-D-galacto-2-nonulopyranozid)onate

There total 4 articles about methyl (4-azido-2-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-α-D-glycero-D-galacto-2-nonulopyranozid)onate 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:

N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester (67670-69-3) → methyl (4-azido-2-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-α-D-glycero-D-galacto-2-nonulopyranozid)onate (117654-62-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / acetone / 1 h / Ambient temperature

2: sodium methoxide / acetone; methanol / 0.08 h / Ambient temperature

3: dimethylformamide / 1 h / Ambient temperature

With sodium methylate; In methanol; N,N-dimethyl-formamide; acetone;

DOI:10.1016/0008-6215(88)80132-0

Reference yield:

2-Thiosialic acid methyl ester peracetate (104556-69-6) → methyl (4-azido-2-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-α-D-glycero-D-galacto-2-nonulopyranozid)onate (117654-62-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methoxide / acetone; methanol / 0.08 h / Ambient temperature

2: dimethylformamide / 1 h / Ambient temperature

With sodium methylate; In methanol; N,N-dimethyl-formamide; acetone;

DOI:10.1016/0008-6215(88)80132-0

Reference yield:

methyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α,β-D-glycero-D-galacto-2-nonulopyranosid)onate (56323-64-9) → methyl (4-azido-2-nitrophenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,3,5-trideoxy-2-thio-α-D-glycero-D-galacto-2-nonulopyranozid)onate (117654-62-3)

Guidance literature:

Multi-step reaction with 4 steps

1: dry HCl / various solvent(s) / 0.17 h / -5 °C / 48 h, 4 degC

2: 70 percent / acetone / 1 h / Ambient temperature

3: sodium methoxide / acetone; methanol / 0.08 h / Ambient temperature

4: dimethylformamide / 1 h / Ambient temperature

With hydrogenchloride; sodium methylate; In methanol; N,N-dimethyl-formamide; acetone;

DOI:10.1016/0008-6215(88)80132-0

upstream raw materials:

4-fluoro-3-nitrophenylazide

Sodium; (2S,4S,5R,6R)-4-acetoxy-5-acetylamino-2-methoxycarbonyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-thiolate

N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester

2-Thiosialic acid methyl ester peracetate