N-(7-((2R,3R,4R,6S)-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-8-methoxy-2-oxo-2H-chromen-3-yl)-3',6-dimethoxybiphenyl-3-carboxamide

Base Information

Chemical Name:N-(7-((2R,3R,4R,6S)-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-8-methoxy-2-oxo-2H-chromen-3-yl)-3',6-dimethoxybiphenyl-3-carboxamide
CAS No.:1160952-15-7
Molecular Formula:C₃₁H₃₁NO₁₁
Molecular Weight:593.587
Hs Code.:

N-(7-((2R,3R,4R,6S)-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-8-methoxy-2-oxo-2H-chromen-3-yl)-3',6-dimethoxybiphenyl-3-carboxamide

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Chemical Property of N-(7-((2R,3R,4R,6S)-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-8-methoxy-2-oxo-2H-chromen-3-yl)-3',6-dimethoxybiphenyl-3-carboxamide

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Technology Process of N-(7-((2R,3R,4R,6S)-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-8-methoxy-2-oxo-2H-chromen-3-yl)-3',6-dimethoxybiphenyl-3-carboxamide

There total 9 articles about N-(7-((2R,3R,4R,6S)-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-8-methoxy-2-oxo-2H-chromen-3-yl)-3',6-dimethoxybiphenyl-3-carboxamide 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: 57.0%

: C₃₈H₃₇NO₁₁

: 1160952-15-7
N-(7-((2R,3R,4R,6S)-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-8-methoxy-2-oxo-2H-chromen-3-yl)-3',6-dimethoxybiphenyl-3-carboxamide

Guidance literature:: With palladium on carbon; hydrogen; In ethanol;
DOI:10.1021/jm200148p

Reference yield:

: 1083312-86-0
benzyl 7-hydroxy-8-methoxy-2-oxo-2H-chromen-3-ylcarbamate

: 1160952-15-7
N-(7-((2R,3R,4R,6S)-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-8-methoxy-2-oxo-2H-chromen-3-yl)-3',6-dimethoxybiphenyl-3-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / 12 h

2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 12 h

3: triethylamine / tetrahydrofuran / 12 h

4: triethylamine / methanol / 12 h / 20 °C

5: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / 20 °C

6: toluene-4-sulfonic acid / methanol

7: palladium on carbon; hydrogen / ethanol

With di-isopropyl azodicarboxylate; palladium 10% on activated carbon; palladium on carbon; hydrogen; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; pyridine; methanol; ethanol; 5: Mitsunobu reaction;
DOI:10.1021/jm200148p

Reference yield:

: 1083313-05-6
3′,6-dimethoxy-[1,1′-biphenyl]-3-carboxylic acid

: 1160952-15-7
N-(7-((2R,3R,4R,6S)-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-8-methoxy-2-oxo-2H-chromen-3-yl)-3',6-dimethoxybiphenyl-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: thionyl chloride / tetrahydrofuran

2: triethylamine / tetrahydrofuran / 12 h

3: triethylamine / methanol / 12 h / 20 °C

4: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / 20 °C

5: toluene-4-sulfonic acid / methanol

6: palladium on carbon; hydrogen / ethanol

With thionyl chloride; di-isopropyl azodicarboxylate; palladium on carbon; hydrogen; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; 4: Mitsunobu reaction;
DOI:10.1021/jm200148p