methyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[2-(hydroxymethyl)pentyl]-1H-pyrrolo(2,3-d)carbazole-6-carboxylate

Base Information

Chemical Name:methyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[2-(hydroxymethyl)pentyl]-1H-pyrrolo(2,3-d)carbazole-6-carboxylate
CAS No.:126606-29-9
Molecular Formula:C₂₉H₃₆N₂O₃
Molecular Weight:460.616
Hs Code.:

Synonyms:methyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[2-(hydroxymethyl)pentyl]-1H-pyrrolo(2,3-d)carbazole-6-carboxylate

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Chemical Property of methyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[2-(hydroxymethyl)pentyl]-1H-pyrrolo(2,3-d)carbazole-6-carboxylate

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Technology Process of methyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[2-(hydroxymethyl)pentyl]-1H-pyrrolo(2,3-d)carbazole-6-carboxylate

There total 9 articles about methyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[2-(hydroxymethyl)pentyl]-1H-pyrrolo(2,3-d)carbazole-6-carboxylate 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: 82.3%

: 126606-28-8
methyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[2-(tert-butyldimethylsiloxymethyl)pentyl]-1H-pyrrolo(2,3-d)carbazole-6-carboxylate

: 126606-29-9
methyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[2-(hydroxymethyl)pentyl]-1H-pyrrolo(2,3-d)carbazole-6-carboxylate

Guidance literature:: With potassium fluoride; N-benzyl-N,N,N-triethylammonium chloride; In acetonitrile; for 48h; Heating;
DOI:10.1039/b209990j

Reference yield:

: 3-benzyl-1,2,4,6-tetrahydro-11-[3-(tert-butyldimethylsiloxymethyl)hexyl]-3,10b-methanoazepino-5-methoxycarbonyl-(4,5-b)indolium bromide

: 126606-29-9
methyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[2-(hydroxymethyl)pentyl]-1H-pyrrolo(2,3-d)carbazole-6-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 16.48 g / diisopropylamine / methanol / 3 h / Heating

2: 82.3 percent / KF*2H₂O; BnEt₃NCl / acetonitrile / 48 h / Heating

With potassium fluoride; N-benzyl-N,N,N-triethylammonium chloride; diisopropylamine; In methanol; acetonitrile;
DOI:10.1039/b209990j

Reference yield:

: 110-62-3
pentanal

: 126606-29-9
methyl 3-benzyl-2,3,3a,4,5,7-hexahydro-4-[2-(hydroxymethyl)pentyl]-1H-pyrrolo(2,3-d)carbazole-6-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 85.7 percent / potassium carbonate / 64 h / 0 °C

2.1: dioxane / 16 h / Heating

2.2: 33 percent / H₂O / 8 h / Heating

3.1: NaBH₄ / methanol / 2 h / 3 - 5 °C

4.1: CH₂Cl₂ / 0.17 h / 3 - 4 °C

4.2: 68.22 g / 4-dimethylaminopyridine / CH₂Cl₂ / 66 h / 20 °C

5.1: DIBAL-H / toluene / 3.25 h / -70 °C

6.1: methanol / 19 h / 20 °C

7.1: tetrahydrofuran / 19 h / 20 °C

8.1: 16.48 g / diisopropylamine / methanol / 3 h / Heating

9.1: 82.3 percent / KF*2H₂O; BnEt₃NCl / acetonitrile / 48 h / Heating

With potassium fluoride; sodium tetrahydroborate; N-benzyl-N,N,N-triethylammonium chloride; diisobutylaluminium hydride; potassium carbonate; diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1039/b209990j