ethyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl(1→2) 4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside

Base Information

• Chemical Name: ethyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl(1→2) 4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside
• CAS No.: 848828-35-3
• Molecular Formula: C₅₆H₆₈N₁₂O₁₃S
• Molecular Weight: 1149.29

Synonyms:ethyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl(1→2) 4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside

Chemical Property of ethyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl(1→2) 4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of ethyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl(1→2) 4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside

There total 4 articles about ethyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl(1→2) 4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside 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: 84.0%

ethyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside (848828-33-1) + 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl trichloroacetimidate → ethyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl(1→2) 4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside (848828-35-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1016/j.tetasy.2004.11.021

Reference yield: 81.0%

ethyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside (848828-33-1) + 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-D-mannopyranosyl N-phenyltrifluoroacetimidate (1447757-41-6) → ethyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl(1→2) 4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside (848828-35-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In toluene; at 100 ℃; for 1h; Molecular sieve;

DOI:10.1002/anie.201302303

Reference yield:

ethyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)(4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside (115196-80-0) → ethyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl(1→2) 4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside (848828-35-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / water; N-iodosuccinimide / acetone / 0 - 20 °C

2: 95 percent / diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.17 h

3: 84 percent / trimethylsilyl trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂ / 0.25 h / 20 °C

With N-iodo-succinimide; 1,2-diazabicyclo[5.4.0]undec-7-ene; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; water; In dichloromethane; acetone;

DOI:10.1016/j.tetasy.2004.11.021

upstream raw materials:

ethyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside

ethyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)(4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside

2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-D-mannopyranosyl N-phenyltrifluoroacetimidate

Downstream raw materials:

allyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl(1→2) 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl (1→3) 2-O-acetyl-4-azido-4,6-dideoxy-α-D-mannopyranoside

ethyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-methyl-α-D-mannopyranosyl-(1->2)-bis[4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl]-(1->2)-4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside

ethyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-bis[4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl]-(1->2)-4-azido-3-O-benzyl-4,6-dideoxy-1-thio-α-D-mannopyranoside

5-(methoxycarbonyl)pentyl 2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1->2)-tetrakis[4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl]-(1->2)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside

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