benzoyl 5-(N-benzyloxycarbonyl)amino-5-deoxy-2,3-O-isopropylidene-α-D-lyxofuranoside

Base Information

• Chemical Name: benzoyl 5-(N-benzyloxycarbonyl)amino-5-deoxy-2,3-O-isopropylidene-α-D-lyxofuranoside
• CAS No.: 328533-48-8
• Molecular Formula: C₂₃H₂₅NO₇
• Molecular Weight: 427.454
• Mol file: 328533-48-8.mol

Synonyms:benzoyl 5-(N-benzyloxycarbonyl)amino-5-deoxy-2,3-O-isopropylidene-α-D-lyxofuranoside

Chemical Property of benzoyl 5-(N-benzyloxycarbonyl)amino-5-deoxy-2,3-O-isopropylidene-α-D-lyxofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzoyl 5-(N-benzyloxycarbonyl)amino-5-deoxy-2,3-O-isopropylidene-α-D-lyxofuranoside

There total 3 articles about benzoyl 5-(N-benzyloxycarbonyl)amino-5-deoxy-2,3-O-isopropylidene-α-D-lyxofuranoside 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:

1-O-benzoyl-2,3-O-isopropylidene-α-D-lyxofuranose (110808-28-1) → benzoyl 5-(N-benzyloxycarbonyl)amino-5-deoxy-2,3-O-isopropylidene-α-D-lyxofuranoside (328533-48-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / ZnN₆*2Py; triphenylphosphine; diisopropyl azodicarboxylate / toluene / 30 h / 20 °C

2: H₂ / Pd/C / ethyl acetate / 20 h / 20 °C

3: 170 mg / aq. NaHCO₃ / 1 h / 20 °C

With Zn(N₃)2/bis-pyridine complex; di-isopropyl azodicarboxylate; hydrogen; sodium hydrogencarbonate; triphenylphosphine; palladium on activated charcoal; In ethyl acetate; toluene;

DOI:10.1021/jo0057452

Reference yield:

5-azido-1-O-benzoyl-5-deoxy-2,3-O-isopropylidene-α-D-lyxofuranose (170376-11-1) → benzoyl 5-(N-benzyloxycarbonyl)amino-5-deoxy-2,3-O-isopropylidene-α-D-lyxofuranoside (328533-48-8)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / ethyl acetate / 20 h / 20 °C

2: 170 mg / aq. NaHCO₃ / 1 h / 20 °C

With hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In ethyl acetate;

DOI:10.1021/jo0057452

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) + Benzoic acid (3aS,4R,6R,6aS)-6-aminomethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl ester → benzoyl 5-(N-benzyloxycarbonyl)amino-5-deoxy-2,3-O-isopropylidene-α-D-lyxofuranoside (328533-48-8)

Guidance literature:

With sodium hydrogencarbonate; at 20 ℃; for 1h;

DOI:10.1021/jo0057452

upstream raw materials:

benzyl chloroformate

1-O-benzoyl-2,3-O-isopropylidene-α-D-lyxofuranose

5-azido-1-O-benzoyl-5-deoxy-2,3-O-isopropylidene-α-D-lyxofuranose