benzyl 2-(benzyloxycarbonylamino)-2-deoxy-5-O-tosyl-β-D-xylofuranoside

Base Information

• Chemical Name: benzyl 2-(benzyloxycarbonylamino)-2-deoxy-5-O-tosyl-β-D-xylofuranoside
• CAS No.: 74247-60-2
• Molecular Formula: C₂₇H₂₉NO₈S
• Molecular Weight: 527.595
• Mol file: 74247-60-2.mol

Synonyms:benzyl 2-(benzyloxycarbonylamino)-2-deoxy-5-O-tosyl-β-D-xylofuranoside

Chemical Property of benzyl 2-(benzyloxycarbonylamino)-2-deoxy-5-O-tosyl-β-D-xylofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-(benzyloxycarbonylamino)-2-deoxy-5-O-tosyl-β-D-xylofuranoside

There total 3 articles about benzyl 2-(benzyloxycarbonylamino)-2-deoxy-5-O-tosyl-β-D-xylofuranoside 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: 82.0%

benzyl 2-(benzyloxycarbonylamino)-2-deoxy-β-D-xylofuranoside (66166-90-3) + p-toluenesulfonyl chloride (98-59-9) → benzyl 2-(benzyloxycarbonylamino)-2-deoxy-5-O-tosyl-β-D-xylofuranoside (74247-60-2)

Guidance literature:

In pyridine; for 5h; Ambient temperature;

DOI:10.1016/S0008-6215(00)84865-X

Reference yield:

benzyl 2-(benzyloxycarbonyl)amino-2-deoxy-β-D-glucofuranoside (42890-17-5) → benzyl 2-(benzyloxycarbonylamino)-2-deoxy-5-O-tosyl-β-D-xylofuranoside (74247-60-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / 0.2M aqueous sodium metaperiodate / methanol / 2 h / 0 °C

2: 82 percent / pyridine / 5 h / Ambient temperature

With sodium periodate; In pyridine; methanol;

DOI:10.1016/S0008-6215(00)84865-X

Reference yield:

benzyl 2-(benzyloxycarbonyl)amino-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside (58886-40-1) → benzyl 2-(benzyloxycarbonylamino)-2-deoxy-5-O-tosyl-β-D-xylofuranoside (74247-60-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / aq. acetic acid / 3 h / 40 °C

2: 83 percent / 0.2M aqueous sodium metaperiodate / methanol / 2 h / 0 °C

3: 82 percent / pyridine / 5 h / Ambient temperature

With sodium periodate; In pyridine; methanol; acetic acid;

DOI:10.1016/S0008-6215(00)84865-X

upstream raw materials:

benzyl 2-(benzyloxycarbonylamino)-2-deoxy-β-D-xylofuranoside

p-toluenesulfonyl chloride

benzyl 2-(benzyloxycarbonyl)amino-2-deoxy-β-D-glucofuranoside

benzyl 2-(benzyloxycarbonyl)amino-2-deoxy-5,6-O-isopropylidene-β-D-glucofuranoside

Downstream raw materials:

benzyl 3-O-acetyl-2-(benzyloxycarbonylamino)-2-deoxy-5-O-tosyl-β-D-xylofuranoside

benzyl 2-acetamido-5-azido-2,5-dideoxy-β-D-xylofuranoside

benzyl 2-acetamido-2-deoxy-5-O-tosyl-β-D-xylofuranoside

benzyl 2-acetamido-5-amino-2,5-dideoxy-β-D-xylofuranoside monoacetate