1-methyl-6-(phenylmethoxy)-10-<(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy>benzo<1>benzopyrano<5,4,3-cde><1>benzopyran-5,12-dione

Base Information

• Chemical Name: 1-methyl-6-(phenylmethoxy)-10-<(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy>benzo<1>benzopyrano<5,4,3-cde><1>benzopyran-5,12-dione
• CAS No.: 73168-12-4
• Molecular Formula: C₄₀H₃₄O₁₅
• Molecular Weight: 754.701

Synonyms:1-methyl-6-(phenylmethoxy)-10-<(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy>benzo<1>benzopyrano<5,4,3-cde><1>benzopyran-5,12-dione

Chemical Property of 1-methyl-6-(phenylmethoxy)-10-<(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy>benzo<1>benzopyrano<5,4,3-cde><1>benzopyran-5,12-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methyl-6-(phenylmethoxy)-10-<(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy>benzo<1>benzopyrano<5,4,3-cde><1>benzopyran-5,12-dione

There total 3 articles about 1-methyl-6-(phenylmethoxy)-10-<(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy>benzo<1>benzopyrano<5,4,3-cde><1>benzopyran-5,12-dione 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: 54.0%

10-hydroxy-1-methyl-6-(phenylmethoxy)benzo<1>benzopyrano<5,4,3-cde><1>benzopyran-5,12-dione (73168-10-2) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (6919-96-6) → 1-methyl-6-(phenylmethoxy)-10-<(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy>benzo<1>benzopyrano<5,4,3-cde><1>benzopyran-5,12-dione (73168-12-4)

Guidance literature:

With pyridine; silver carbonate; for 2h; Ambient temperature;

DOI:10.1021/jm00179a015

Reference yield:

benzyl bromide (100-39-0) → 1-methyl-6-(phenylmethoxy)-10-<(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy>benzo<1>benzopyrano<5,4,3-cde><1>benzopyran-5,12-dione (73168-12-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Ag₂O, 2.) ag. HCl / 1.) CH₃CN, 80 deg C, 2 h, 2.) reflux

2: 54 percent / silver carbonate, pyridine / 2 h / Ambient temperature

With pyridine; hydrogenchloride; silver carbonate; silver(l) oxide;

DOI:10.1021/jm00179a015

Reference yield:

chartreusin → 1-methyl-6-(phenylmethoxy)-10-<(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy>benzo<1>benzopyrano<5,4,3-cde><1>benzopyran-5,12-dione (73168-12-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Ag₂O, 2.) ag. HCl / 1.) CH₃CN, 80 deg C, 2 h, 2.) reflux

2: 54 percent / silver carbonate, pyridine / 2 h / Ambient temperature

With pyridine; hydrogenchloride; silver carbonate; silver(l) oxide;

DOI:10.1021/jm00179a015

upstream raw materials:

10-hydroxy-1-methyl-6-(phenylmethoxy)benzo<1>benzopyrano<5,4,3-cde><1>benzopyran-5,12-dione

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

benzyl bromide

Downstream raw materials:

6-Benzyloxy-1-methyl-10-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzo[h]chromeno[5,4,3-cde]chromene-5,12-dione

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