5-{(5E)-5,6,7-trideoxy-7-[6-nitro-2,2-bis(4-methoxyphenyl)-1,3-benzodioxole-4-carboxamido]-β-D-ribo-hept-5-enofuranosyl}-5H-pyrrolo[3,2-c]pyridine

Base Information

Chemical Name:5-{(5E)-5,6,7-trideoxy-7-[6-nitro-2,2-bis(4-methoxyphenyl)-1,3-benzodioxole-4-carboxamido]-β-D-ribo-hept-5-enofuranosyl}-5H-pyrrolo[3,2-c]pyridine
CAS No.:1312944-72-1
Molecular Formula:C₃₆H₃₂N₄O₁₀
Molecular Weight:680.671
Hs Code.:

Synonyms:5-{(5E)-5,6,7-trideoxy-7-[6-nitro-2,2-bis(4-methoxyphenyl)-1,3-benzodioxole-4-carboxamido]-β-D-ribo-hept-5-enofuranosyl}-5H-pyrrolo[3,2-c]pyridine

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Chemical Property of 5-{(5E)-5,6,7-trideoxy-7-[6-nitro-2,2-bis(4-methoxyphenyl)-1,3-benzodioxole-4-carboxamido]-β-D-ribo-hept-5-enofuranosyl}-5H-pyrrolo[3,2-c]pyridine

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Technology Process of 5-{(5E)-5,6,7-trideoxy-7-[6-nitro-2,2-bis(4-methoxyphenyl)-1,3-benzodioxole-4-carboxamido]-β-D-ribo-hept-5-enofuranosyl}-5H-pyrrolo[3,2-c]pyridine

There total 9 articles about 5-{(5E)-5,6,7-trideoxy-7-[6-nitro-2,2-bis(4-methoxyphenyl)-1,3-benzodioxole-4-carboxamido]-β-D-ribo-hept-5-enofuranosyl}-5H-pyrrolo[3,2-c]pyridine 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:

: C₁₈H₂₁N₃O₅

: 888956-24-9
2,2-bis(4-methoxyphenyl)-6-nitro-1,3-benzodioxole-4-carboxylic acid

: 1312944-72-1
5-{(5E)-5,6,7-trideoxy-7-[6-nitro-2,2-bis(4-methoxyphenyl)-1,3-benzodioxole-4-carboxamido]-β-D-ribo-hept-5-enofuranosyl}-5H-pyrrolo[3,2-c]pyridine

Guidance literature:: 2,2-bis(4-methoxyphenyl)-6-nitro-1,3-benzodioxole-4-carboxylic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

C₁₈H₂₁N₃O₅; In N,N-dimethyl-formamide; at 0 ℃; for 5h; Inert atmosphere;
DOI:10.1002/chem.201003648

Reference yield:

: 1204745-03-8
(E)-1,2,3-tri-O-acetyl-5,6,7-trideoxy-7-C-phthalimido-D-ribohept-5-enofuranose

: 1312944-72-1
5-{(5E)-5,6,7-trideoxy-7-[6-nitro-2,2-bis(4-methoxyphenyl)-1,3-benzodioxole-4-carboxamido]-β-D-ribo-hept-5-enofuranosyl}-5H-pyrrolo[3,2-c]pyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.5 h / 60 °C / Inert atmosphere

1.2: 20 h / 60 °C / Inert atmosphere

2.1: methylamine / ethanol / 60 h / 20 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

3.2: 5 h / 0 °C / Inert atmosphere

With N,O-bis-(trimethylsilyl)-acetamide; N-ethyl-N,N-diisopropylamine; HATU; methylamine; In ethanol; N,N-dimethyl-formamide; acetonitrile; 1.2: Vorbruggen nucleosidation reaction;
DOI:10.1002/chem.201003648

Reference yield:

: 20444-05-7
5H-pyrrolo[3,2-c]pyridine

: 1312944-72-1
5-{(5E)-5,6,7-trideoxy-7-[6-nitro-2,2-bis(4-methoxyphenyl)-1,3-benzodioxole-4-carboxamido]-β-D-ribo-hept-5-enofuranosyl}-5H-pyrrolo[3,2-c]pyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.5 h / 60 °C / Inert atmosphere

1.2: 20 h / 60 °C / Inert atmosphere

2.1: methylamine / ethanol / 60 h / 20 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

3.2: 5 h / 0 °C / Inert atmosphere

With N,O-bis-(trimethylsilyl)-acetamide; N-ethyl-N,N-diisopropylamine; HATU; methylamine; In ethanol; N,N-dimethyl-formamide; acetonitrile; 1.2: Vorbruggen nucleosidation reaction;
DOI:10.1002/chem.201003648