benzyl 2-acetamido-3,4-anhydro-2,6-dideoxy-α-L-talopyranoside

Base Information

• Chemical Name: benzyl 2-acetamido-3,4-anhydro-2,6-dideoxy-α-L-talopyranoside
• CAS No.: 329360-94-3
• Molecular Formula: C₁₅H₁₉NO₄
• Molecular Weight: 277.32
• Mol file: 329360-94-3.mol

Synonyms:benzyl 2-acetamido-3,4-anhydro-2,6-dideoxy-α-L-talopyranoside

Chemical Property of benzyl 2-acetamido-3,4-anhydro-2,6-dideoxy-α-L-talopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-acetamido-3,4-anhydro-2,6-dideoxy-α-L-talopyranoside

There total 1 articles about benzyl 2-acetamido-3,4-anhydro-2,6-dideoxy-α-L-talopyranoside 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: 92.0%

benzyl 2-acetamido-2,3,4,6-tetradeoxy-α-L-threo-hex-3-enopyranoside (174151-46-3) → benzyl 2-acetamido-3,4-anhydro-2,6-dideoxy-α-L-talopyranoside (329360-94-3)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/S0957-4166(00)00452-3

Reference yield: 64.5%

benzyl 2-acetamido-3,4-anhydro-2,6-dideoxy-α-L-talopyranoside (329360-94-3) → benzyl 2-acetamido-3-azido-2,3,6-trideoxy-α-L-idopyranoside (329360-96-5) + benzyl 2-acetamido-4-azido-2,4,6-trideoxy-α-L-mannopyranoside (329360-95-4)

Guidance literature:

With trimethylsilylazide; boron trifluoride diethyl etherate; In dichloromethane; for 2h;

DOI:10.1016/S0957-4166(00)00452-3

Reference yield:

benzyl 2-acetamido-3,4-anhydro-2,6-dideoxy-α-L-talopyranoside (329360-94-3) → benzyl 2-acetamido-3-O-acetyl-4-azido-2,4,6-trideoxy-α-L-altropyranoside (329360-99-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 18 percent / NaN₃; NH₄Cl / dimethylformamide / 90 °C

2: pyridine / CH₂Cl₂ / -5 °C

3: 18-crown-6 / toluene / 18 h / 60 - 70 °C

With pyridine; sodium azide; 18-crown-6 ether; ammonium chloride; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0957-4166(00)00452-3

upstream raw materials:

benzyl 2-acetamido-2,3,4,6-tetradeoxy-α-L-threo-hex-3-enopyranoside

Downstream raw materials:

benzyl 2-acetamido-3-azido-2,3,6-trideoxy-α-L-idopyranoside

benzyl 2-acetamido-4-azido-2,4,6-trideoxy-α-L-mannopyranoside

benzyl 2-acetamido-4-O-acetyl-3-azido-2,4,6-trideoxy-α-L-altropyranoside

benzyl 2-acetamido-3-O-acetyl-4-azido-2,4,6-trideoxy-α-L-altropyranoside