(1R,3S,4S)-3-formyl-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(1R,3S,4S)-3-formyl-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
CAS No.:188057-44-5
Molecular Formula:C₁₂H₁₉NO₃
Molecular Weight:225.288
Hs Code.:

Synonyms:(1R,3S,4S)-3-formyl-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

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Chemical Property of (1R,3S,4S)-3-formyl-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

Chemical Property:

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Technology Process of (1R,3S,4S)-3-formyl-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

There total 9 articles about (1R,3S,4S)-3-formyl-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl 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:

: 188057-43-4
tert-butyl (1R,3S,4S)-3-(hydroxymethyl)-2-azabicyclo[2.2.1]heptane-2-carboxylate

: 188057-44-5
(1R,3S,4S)-3-formyl-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

Guidance literature:: With 2,2,6,6-tetramethyl-piperidine-N-oxyl; trichloroisocyanuric acid; In dichloromethane; at 0 - 20 ℃; for 2h;

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 188057-44-5
(1R,3S,4S)-3-formyl-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / methanol / 0 - 20 °C

2: lithium hydroxide monohydrate / tetrahydrofuran; water / 12 h / 0 - 40 °C

3: borane-THF / tetrahydrofuran / 0 - 20 °C

4: trichloroisocyanuric acid; 2,2,6,6-tetramethyl-piperidine-N-oxyl / dichloromethane / 2 h / 0 - 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; borane-THF; lithium hydroxide monohydrate; trichloroisocyanuric acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water;

Reference yield:

: 130194-96-6
(1S,3S,4R)-2-[(1R)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid methyl ester

: 188057-44-5
(1R,3S,4S)-3-formyl-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogen / palladium on activated charcoal / ethanol / 5250.53 Torr

2.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / -78 - 20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -60 - -55 °C

3.2: -55 - 20 °C

With oxalyl dichloride; hydrogen; diisobutylaluminium hydride; dimethyl sulfoxide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; toluene;