1-Benzyloxymethyl-5-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]pyridine-3-carbaldehyde

Base Information

Chemical Name:1-Benzyloxymethyl-5-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]pyridine-3-carbaldehyde
CAS No.:191936-85-3
Molecular Formula:C₁₆H₁₆N₂O₃
Molecular Weight:284.315
Hs Code.:

Synonyms:1-Benzyloxymethyl-5-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]pyridine-3-carbaldehyde

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Chemical Property of 1-Benzyloxymethyl-5-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]pyridine-3-carbaldehyde

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Technology Process of 1-Benzyloxymethyl-5-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]pyridine-3-carbaldehyde

There total 5 articles about 1-Benzyloxymethyl-5-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]pyridine-3-carbaldehyde 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: 70.0%

: 191936-84-2
1-Benzyloxymethyl-3-hydroxymethyl-1,4,6,7-tetrahydro-pyrrolo[2,3-c]pyridin-5-one

: 191936-85-3
1-Benzyloxymethyl-5-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]pyridine-3-carbaldehyde

Guidance literature:: With Dess-Martin periodane; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1016/S0040-4020(97)00469-9

Reference yield:

: 184921-36-6
4-Ethoxycarbonylmethyl-5-(hydroxyimino-methyl)-1H-pyrrole-3-carboxylic acid ethyl ester

: 191936-85-3
1-Benzyloxymethyl-5-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]pyridine-3-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: H₂, 2 N HCl / Pd(OH)2-C / ethanol / 2 h / Ambient temperature

2: 474 mg / NaOEt / ethanol / 5 h / 40 °C

3: 1) NaH / 1) DMF, room temperature, 40 min, 2) DMF, 5 h

4: 65 percent / DIBAL / toluene; CH₂Cl₂ / 0.5 h

5: 70 percent / Dess Martin periodinane / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogenchloride; hydrogen; sodium ethanolate; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; palladium hydroxide - carbon; In ethanol; dichloromethane; toluene;
DOI:10.1016/S0040-4020(97)00469-9

Reference yield:

: 184921-38-8
5-Oxo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]pyridine-3-carboxylic acid ethyl ester

: 191936-85-3
1-Benzyloxymethyl-5-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]pyridine-3-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 1) NaH / 1) DMF, room temperature, 40 min, 2) DMF, 5 h

2: 65 percent / DIBAL / toluene; CH₂Cl₂ / 0.5 h

3: 70 percent / Dess Martin periodinane / CH₂Cl₂ / 1 h / Ambient temperature

With sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; In dichloromethane; toluene;
DOI:10.1016/S0040-4020(97)00469-9