5,10,15,20-tetrakis[4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl]porphyrin

Base Information

• Chemical Name: 5,10,15,20-tetrakis[4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl]porphyrin
• CAS No.: 141054-29-7
• Molecular Formula: C₁₀₀H₁₀₂N₄O₄₀
• Molecular Weight: 1999.91

Synonyms:5,10,15,20-tetrakis[4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl]porphyrin

Chemical Property of 5,10,15,20-tetrakis[4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl]porphyrin

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Technology Process of 5,10,15,20-tetrakis[4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl]porphyrin

There total 2 articles about 5,10,15,20-tetrakis[4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl]porphyrin 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: 64.0%

pyrrole (109-97-7,30604-81-0) + 4-formylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (2887-07-2,31873-42-4,148579-45-7) → 5,10,15,20-tetrakis[4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl]porphyrin (141054-29-7)

Guidance literature:

pyrrole; 4-formylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside; With boron trifluoride diethyl etherate; zinc diacetate; In chloroform; at 20 ℃; for 24h;

With chloranil; In chloroform; for 1h; Heating;

With hydrogenchloride; In chloroform;

DOI:10.1562/2004-03-07-RA-103.1

Reference yield: 0.5%

pyrrole (109-97-7,30604-81-0) + perfluorobenzaldehyde (653-37-2) + 4-formylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (2887-07-2,31873-42-4,148579-45-7) → tetrakis(pentafluorophenyl)porphyrin (25440-14-6) + 5,10,15,20-tetrakis[4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl]porphyrin (141054-29-7) + 5,10,15-Tris<4-(2,3,4,6-tetraacetyl-β-D-glucosyl)phenyl>-20-mono(2,3,4,5,6-pentafluorophenyl)porphyrin

Guidance literature:

With boron trifluoride diethyl etherate; In ethanol; dichloromethane; Ambient temperature;

DOI:10.1021/jo00111a013

Reference yield: 90.9%

5,10,15,20-tetrakis[4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl]porphyrin (141054-29-7) → 5,10,15,20-tetra-(para-O-β-D-glucopyranosyloxyphenyl)porphyrin (141036-60-4)

Guidance literature:

With sodium methylate; In methanol; chloroform; at 55 ℃; for 0.5h;

DOI:10.1246/bcsj.67.668

upstream raw materials:

pyrrole

4-formylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

perfluorobenzaldehyde

Downstream raw materials:

5,10,15,20-tetra-(para-O-β-D-glucopyranosyloxyphenyl)porphyrin

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