phenyl 2-azido-2-deoxy-3-O-benzyl-6-deoxy-6-phthalimido-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: phenyl 2-azido-2-deoxy-3-O-benzyl-6-deoxy-6-phthalimido-1-thio-β-D-glucopyranoside
• CAS No.: 1245566-83-9
• Molecular Formula: C₂₇H₂₄N₄O₅S
• Molecular Weight: 516.577

Synonyms:phenyl 2-azido-2-deoxy-3-O-benzyl-6-deoxy-6-phthalimido-1-thio-β-D-glucopyranoside

Chemical Property of phenyl 2-azido-2-deoxy-3-O-benzyl-6-deoxy-6-phthalimido-1-thio-β-D-glucopyranoside

Chemical Property:

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Technology Process of phenyl 2-azido-2-deoxy-3-O-benzyl-6-deoxy-6-phthalimido-1-thio-β-D-glucopyranoside

There total 2 articles about phenyl 2-azido-2-deoxy-3-O-benzyl-6-deoxy-6-phthalimido-1-thio-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:

C20H23N3O6S2 (1245566-82-8) + potassium phtalimide (1074-82-4) → phenyl 2-azido-2-deoxy-3-O-benzyl-6-deoxy-6-phthalimido-1-thio-β-D-glucopyranoside (1245566-83-9)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 13h; Inert atmosphere;

Reference yield:

phenyl 2-azido-3-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside (666753-83-9) → phenyl 2-azido-2-deoxy-3-O-benzyl-6-deoxy-6-phthalimido-1-thio-β-D-glucopyranoside (1245566-83-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / -15 °C / Inert atmosphere

2: N,N-dimethyl-formamide / 13 h / 100 °C / Inert atmosphere

With pyridine; In N,N-dimethyl-formamide;

DOI:10.1021/jo200951p

Reference yield: 93.0%

phenyl 2-azido-2-deoxy-3-O-benzyl-6-deoxy-6-phthalimido-1-thio-β-D-glucopyranoside (1245566-83-9) + acetic anhydride (108-24-7) → phenyl 4-O-acetyl-2-azido-2-deoxy-3-O-benzyl-6-deoxy-6-phthalimido-1-thio-β-D-glucopyranoside (1245566-84-0)

Guidance literature:

With pyridine; at 20 ℃; for 72h; Inert atmosphere;

upstream raw materials:

C₂₀H₂₃N₃O₆S₂

potassium phtalimide

phenyl 2-azido-3-O-benzyl-2-deoxy-1-thio-β-D-glucopyranoside

Downstream raw materials:

phenyl 4-O-acetyl-2-azido-2-deoxy-3-O-benzyl-6-deoxy-6-phthalimido-1-thio-β-D-glucopyranoside

methyl (4-O-acetyl-2-azido-2-deoxy-3-O-benzyl-6-deoxy-6-phthalimido-α-D-glucopyranosyl)-(1->4)-2,6-diazido-2,6-dideoxy-3-O-benzyl-α-D-glucopyranoside

C₃₇H₃₈N₁₀O₁₀

methyl (2-azido-2-deoxy-3-O-benzyl-6-deoxy-6-phthalimido-α-D-glucopyranosyl)-(1->4)-2,6-diazido-2,6-dideoxy-3-O-benzyl-α-D-glucopyranoside

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