1-propenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α-D-glucopyranoside

Base Information

• Chemical Name: 1-propenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α-D-glucopyranoside
• CAS No.: 82185-89-5
• Molecular Formula: C₃₃H₃₃NO₈
• Molecular Weight: 571.627

Synonyms:1-propenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α-D-glucopyranoside

Chemical Property of 1-propenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α-D-glucopyranoside

Chemical Property:

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Technology Process of 1-propenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α-D-glucopyranoside

There total 2 articles about 1-propenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α-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:

phthalic anhydride (85-44-9) → 1-propenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α-D-glucopyranoside (82185-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / methanol / 50 - 60 °C

2: 79 percent / pyridine / 48 h / Ambient temperature

In pyridine; methanol;

DOI:10.1016/0008-6215(84)85414-2

Reference yield:

1-propenyl 2-amino-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (82185-85-1) → 1-propenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α-D-glucopyranoside (82185-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / methanol / 50 - 60 °C

2: 79 percent / pyridine / 48 h / Ambient temperature

In pyridine; methanol;

DOI:10.1016/0008-6215(84)85414-2

Reference yield: 92.0%

1-propenyl 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α-D-glucopyranoside (82185-89-5) → 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α,β-D-glucopyranose (89067-90-3,92517-05-0,112929-43-8,112929-44-9)

Guidance literature:

With mercury dichloride; In water; acetone; for 0.5h; Ambient temperature;

DOI:10.1016/0008-6215(84)85414-2

upstream raw materials:

phthalic anhydride

1-propenyl 2-amino-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α,β-D-glucopyranose

allyl 2-acetamido-4-O-(2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

1,4-di-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-α,β-D-glucopyranose

allyl 2-acetamido-4-O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

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