3-[(N-Benzyloxycarbonyl)amino]propyl 3,4,6-tri-O-acetyl-2-N-acetamido-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: 3-[(N-Benzyloxycarbonyl)amino]propyl 3,4,6-tri-O-acetyl-2-N-acetamido-2-deoxy-β-D-glucopyranoside
• CAS No.: 87905-99-5
• Molecular Formula: C₂₅H₃₄N₂O₁₁
• Molecular Weight: 538.552

Synonyms:3-[(N-Benzyloxycarbonyl)amino]propyl 3,4,6-tri-O-acetyl-2-N-acetamido-2-deoxy-β-D-glucopyranoside

Chemical Property of 3-[(N-Benzyloxycarbonyl)amino]propyl 3,4,6-tri-O-acetyl-2-N-acetamido-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 3-[(N-Benzyloxycarbonyl)amino]propyl 3,4,6-tri-O-acetyl-2-N-acetamido-2-deoxy-β-D-glucopyranoside

There total 2 articles about 3-[(N-Benzyloxycarbonyl)amino]propyl 3,4,6-tri-O-acetyl-2-N-acetamido-2-deoxy-β-D-glucopyranoside 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: 88.0%

3-[(N-benzyloxycarbonyl)amino]propanol (34637-22-4) + 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose (3006-60-8,4539-83-7,6730-10-5,7772-79-4,7784-54-5,10385-50-9,14086-90-9,26151-16-6,76375-60-5,76375-61-6,95341-98-3,95341-99-4,134451-91-5,134451-96-0,136982-81-5,145375-11-7,148347-15-3) → 3-[(N-Benzyloxycarbonyl)amino]propyl 3,4,6-tri-O-acetyl-2-N-acetamido-2-deoxy-β-D-glucopyranoside (87905-99-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; Heating;

DOI:10.1080/07328300500341965

Reference yield: 46.0%

3-[(N-benzyloxycarbonyl)amino]propanol (34637-22-4) + 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline (10378-06-0,20757-53-3,35954-65-5,123483-77-2,134308-33-1) → 3-[(N-Benzyloxycarbonyl)amino]propyl 3,4,6-tri-O-acetyl-2-N-acetamido-2-deoxy-β-D-glucopyranoside (87905-99-5)

Guidance literature:

With camphor-10-sulfonic acid; In 1,2-dichloro-ethane; at 70 ℃; for 3h; pH=2 - 3;

DOI:10.1039/b001612h

Reference yield: 76.0%

3-[(N-Benzyloxycarbonyl)amino]propyl 3,4,6-tri-O-acetyl-2-N-acetamido-2-deoxy-β-D-glucopyranoside (87905-99-5) → 3-[(N-Benzyloxycarbonyl)amino]propyl 2-N-acetamido-2-deoxy-β-D-glucopyranoside (87906-03-4)

Guidance literature:

With potassium tert-butylate; In methanol; for 4h;

DOI:10.1016/S0008-6215(99)00190-1

upstream raw materials:

3-[(N-benzyloxycarbonyl)amino]propanol

2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose

2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline

Downstream raw materials:

3-[(N-Benzyloxycarbonyl)amino]propyl 2-N-acetamido-2-deoxy-β-D-glucopyranoside

3-(benzyloxycarbonylamino)propyl 2-acetylamino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

3-(benzyloxycarbonylamino)propyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-β-D-glucopyranoside

3-(benzyloxycarbonylamino)propyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-6-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranoside

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