1H-Pyrrolo[3,2-c]pyridine-1,5(4H)-dicarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-6,7-dihydro-, bis(1,1-dimethylethyl) ester

Base Information

Chemical Name:1H-Pyrrolo[3,2-c]pyridine-1,5(4H)-dicarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-6,7-dihydro-, bis(1,1-dimethylethyl) ester
CAS No.:259809-52-4
Molecular Formula:C₃₄H₄₆N₂O₅Si
Molecular Weight:590.835
Hs Code.:
Mol file:259809-52-4.mol

1H-Pyrrolo[3,2-c]pyridine-1,5(4H)-dicarboxylic acid,
2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-6,7-dihydro-,
bis(1,1-dimethylethyl) ester

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Chemical Property of 1H-Pyrrolo[3,2-c]pyridine-1,5(4H)-dicarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-6,7-dihydro-, bis(1,1-dimethylethyl) ester

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Technology Process of 1H-Pyrrolo[3,2-c]pyridine-1,5(4H)-dicarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-6,7-dihydro-, bis(1,1-dimethylethyl) ester

There total 7 articles about 1H-Pyrrolo[3,2-c]pyridine-1,5(4H)-dicarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-6,7-dihydro-, bis(1,1-dimethylethyl) ester 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:

: 2-(tert-butyl-diphenyl-silanyloxymethyl)-7a-hydroxy-3a,6,7,7a-tetrahydro-4H-pyrrolo[3,2-c]pyridine-1,5-dicarboxylic acid di-tert-butyl ester

: 259809-52-4
1,5-bis(tert-butoxycarbonyl)-2-(tert-butyldiphenylsiloxy)methyl-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridine

Guidance literature:: With hydrogenchloride; In dichloromethane; for 2h; pH=4 - 5;
DOI:10.1021/jm049884d

Reference yield:

: 2766-43-0
N-tert-butyloxycarbonyl-L-serine methyl ester

: 259809-52-4
1,5-bis(tert-butoxycarbonyl)-2-(tert-butyldiphenylsiloxy)methyl-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridine

Guidance literature:: Multi-step reaction with 5 steps

1.1: imidazole / dimethylformamide / 39 h / 20 °C

2.1: 24.9 g / NaBH₄ / methanol; tetrahydrofuran / 2 h / 0 °C

3.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

4.1: diisopropylamine; n-BuLi / hexane; tetrahydrofuran / 1.5 h / -78 °C

4.2: hexane; tetrahydrofuran / 13 h / 20 °C

5.1: 2.20 g / aq. HCl / CH₂Cl₂ / 2 h / pH 4 - 5

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; n-butyllithium; Dess-Martin periodane; diisopropylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm049884d

Reference yield:

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 259809-52-4
1,5-bis(tert-butoxycarbonyl)-2-(tert-butyldiphenylsiloxy)methyl-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisopropylamine; n-BuLi / hexane; tetrahydrofuran / 1.5 h / -78 °C

1.2: hexane; tetrahydrofuran / 13 h / 20 °C

2.1: 2.20 g / aq. HCl / CH₂Cl₂ / 2 h / pH 4 - 5

With hydrogenchloride; n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jm049884d