4-pentenyl 3,4-di-O-benzyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: 4-pentenyl 3,4-di-O-benzyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside
• CAS No.: 503180-92-5
• Molecular Formula: C₃₃H₃₉NO₇
• Molecular Weight: 561.675

Synonyms:4-pentenyl 3,4-di-O-benzyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

Chemical Property of 4-pentenyl 3,4-di-O-benzyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

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Technology Process of 4-pentenyl 3,4-di-O-benzyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

There total 1 articles about 4-pentenyl 3,4-di-O-benzyl-2-benzyloxycarbonylamino-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: 81.0%

benzyl chloroformate (501-53-1,94274-21-2) + 4-pentenyl 2-amino-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranoside (503180-90-3) → 4-pentenyl 3,4-di-O-benzyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside (503180-92-5)

Guidance literature:

With sodium hydrogencarbonate; In diethyl ether; water; for 1h;

DOI:10.1016/S0008-6215(02)00299-9

Reference yield: 96.0%

acetic anhydride (108-24-7) + 4-pentenyl 3,4-di-O-benzyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside (503180-92-5) → 4-pentenyl 6-O-acetyl-3,4-di-O-benzyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside (503180-93-6)

Guidance literature:

With dmap; In pyridine; dichloromethane; for 2h;

DOI:10.1016/S0008-6215(02)00299-9

Reference yield: 93.0%

levulinic anhydride (40608-06-8) + 4-pentenyl 3,4-di-O-benzyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside (503180-92-5) → 4-pentenyl 3,4-di-O-benzyl-2-benzyloxycarbonylamino-2-deoxy-6-O-levulinyl-β-D-glucopyranoside (503181-06-4)

Guidance literature:

With dmap; In pyridine; dichloromethane; for 2h;

DOI:10.1016/S0008-6215(02)00299-9

upstream raw materials:

benzyl chloroformate

4-pentenyl 2-amino-3,4-di-O-benzyl-2-deoxy-β-D-glucopyranoside

Downstream raw materials:

4-pentenyl 3,4-di-O-benzyl-2-benzyloxycarbonylamino-2-deoxy-6-O-levulinyl-β-D-glucopyranoside

4-pentenyl 6-O-acetyl-3,4-di-O-benzyl-2-benzyloxycarbonylamino-2-deoxy-β-D-glucopyranoside

6-O-acetyl-3,4-di-O-benzyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranosyl trichloroacetimidate

3,4-di-O-benzyl-2-benzyloxycarbonylamino-2-deoxy-6-O-levulinyl-D-glucopyranose 1-dibutylphosphate

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