1-[(benzyloxy)methyl]-3-[1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-pyrrole-2,5-dione

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Chemical Name:1-[(benzyloxy)methyl]-3-[1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-pyrrole-2,5-dione
CAS No.:480434-58-0
Molecular Formula:C₄₀H₃₇N₅O₁₂
Molecular Weight:779.76
Hs Code.:

Synonyms:1-[(benzyloxy)methyl]-3-[1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-pyrrole-2,5-dione

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Chemical Property of 1-[(benzyloxy)methyl]-3-[1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-pyrrole-2,5-dione

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Technology Process of 1-[(benzyloxy)methyl]-3-[1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-pyrrole-2,5-dione

There total 7 articles about 1-[(benzyloxy)methyl]-3-[1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-pyrrole-2,5-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: 76.0%

: 480434-57-9
1-[(benzyloxy)methyl]-3-[1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-[1-(phenylsulphonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-1H-pyrrole-2,5-dione

: 480434-58-0
1-[(benzyloxy)methyl]-3-[1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-pyrrole-2,5-dione

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1016/S0968-0896(02)00532-1

Reference yield:

: 271-63-6
7-Azaindole

: 480434-58-0
1-[(benzyloxy)methyl]-3-[1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-pyrrole-2,5-dione

Guidance literature:: Multi-step reaction with 5 steps

1.1: EtMgBr / tetrahydrofuran; toluene / 1.5 h / 20 °C

1.2: 57 percent / toluene; CH₂Cl₂ / 65 h / 40 °C

2.1: 75 percent / NaH / tetrahydrofuran / 4 h / 20 °C

3.1: LiHMDS / hexane; toluene / 1 h / -15 °C

3.2: 31 percent / toluene / 24 h / 20 °C

4.1: 68 percent / Ph₃P; DEAD / tetrahydrofuran / 15 h / 20 °C

5.1: 76 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

With ethylmagnesium bromide; tetrabutyl ammonium fluoride; sodium hydride; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; In tetrahydrofuran; hexane; toluene; 4.1: Mitsunobu reaction;
DOI:10.1016/S0968-0896(02)00532-1

Reference yield:

: 102147-52-4
N-benzyloxymethyl-3,4-dibromomaleimide

: 480434-58-0
1-[(benzyloxy)methyl]-3-[1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-4-(1H-pyrrolo[2,3-b]pyridin-3-yl)-1H-pyrrole-2,5-dione

Guidance literature:: Multi-step reaction with 5 steps

1.1: EtMgBr / tetrahydrofuran; toluene / 1.5 h / 20 °C

1.2: 57 percent / toluene; CH₂Cl₂ / 65 h / 40 °C

2.1: 75 percent / NaH / tetrahydrofuran / 4 h / 20 °C

3.1: LiHMDS / hexane; toluene / 1 h / -15 °C

3.2: 31 percent / toluene / 24 h / 20 °C

4.1: 68 percent / Ph₃P; DEAD / tetrahydrofuran / 15 h / 20 °C

5.1: 76 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

With ethylmagnesium bromide; tetrabutyl ammonium fluoride; sodium hydride; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; In tetrahydrofuran; hexane; toluene; 4.1: Mitsunobu reaction;
DOI:10.1016/S0968-0896(02)00532-1