1-Azabicyclo[2.2.1]heptane-3-carboxylic acid, exo-(±)-

Base Information

• Chemical Name: 1-Azabicyclo[2.2.1]heptane-3-carboxylic acid, exo-(±)-
• CAS No.: 115595-00-1
• Molecular Formula: C₇H₁₁NO₂
• Molecular Weight: 141.17
• Mol file: 115595-00-1.mol

Synonyms:1-Azabicyclo[2.2.1]heptane-3-carboxylic acid, exo-(±)-

Chemical Property of 1-Azabicyclo[2.2.1]heptane-3-carboxylic acid, exo-(±)-

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Azabicyclo[2.2.1]heptane-3-carboxylic acid, exo-(±)-

There total 11 articles about 1-Azabicyclo[2.2.1]heptane-3-carboxylic acid, exo-(±)- 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:

cinchomeronic anhydride (4664-08-8) → (1S,3S,4S)-1-Aza-bicyclo[2.2.1]heptane-3-carboxylic acid (115595-00-1,137940-38-6,762208-37-7,765882-11-9)

Guidance literature:

Multi-step reaction with 8 steps

1: NaBH₄ / toluene; dimethylformamide / 1.5 h / -20 - 35 °C

2: 5 M HCl / 0.5 h / Heating

3: H₂, AcOH / 10percent Rh/C / ethanol / 24 h / 90 °C / 51714.8 Torr

4: K₂CO₃ / ethanol / 0.75 h / Ambient temperature

5: HBr (gas) / 216 h / Ambient temperature

6: aq. K₂CO₃

7: H₂, AcOH / 10percent Pd/C / ethanol / 40 °C / 760 Torr

8: 8 M HCl / 2 h / Heating

With hydrogenchloride; sodium tetrahydroborate; hydrogen bromide; hydrogen; potassium carbonate; acetic acid; palladium on activated charcoal; Rh on carbon; In ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00113a009

Reference yield:

5,6-dihydro-pyran-2-one (3393-45-1) → (1R,3S,4R)-1-Aza-bicyclo[2.2.1]heptane-3-carboxylic acid (115595-00-1,137940-38-6,762208-37-7,765882-11-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 56 percent / trifluoroacetic acid / CH₂Cl₂ / 2 h / Ambient temperature

2: 1.) HBr gas, 2.) aq. K₂CO₃, 3.) H₂ / 3.) 10percent Pd/C

3: 5 N HCl / 4 h / Heating

With hydrogenchloride; hydrogen bromide; hydrogen; potassium carbonate; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane;

DOI:10.1021/jm00091a007

Reference yield:

1,3-dihydrofuro<3,4-c>pyridin-3-one (5657-52-3) → (1S,3S,4S)-1-Aza-bicyclo[2.2.1]heptane-3-carboxylic acid (115595-00-1,137940-38-6,762208-37-7,765882-11-9)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂, AcOH / 10percent Rh/C / ethanol / 24 h / 90 °C / 51714.8 Torr

2: K₂CO₃ / ethanol / 0.75 h / Ambient temperature

3: HBr (gas) / 216 h / Ambient temperature

4: aq. K₂CO₃

5: H₂, AcOH / 10percent Pd/C / ethanol / 40 °C / 760 Torr

6: 8 M HCl / 2 h / Heating

With hydrogenchloride; hydrogen bromide; hydrogen; potassium carbonate; acetic acid; palladium on activated charcoal; Rh on carbon; In ethanol;

DOI:10.1021/jm00113a009

upstream raw materials:

(1R,3R,4R)-1-Aza-bicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester

1,3-dihydrofuro<3,4-c>pyridin-3-one

cinchomeronic anhydride

cis-5-benzyl-3a,4,5,6,7,7a-hexahydrofuro<3,4-c>pyridin-3(1H)-one

Downstream raw materials:

(1S,3S,4S)-1-Aza-bicyclo[2.2.1]heptane-3-carbonyl chloride

exo-3-(3-methyl-1,2,4-oxadiazol-5-yl)-1-azabicyclo<2.2.1>heptane

endo-3-acetyl-1-azabicyclo<2.2.1>heptane

(1R,3S,4R)-1-Aza-bicyclo[2.2.1]heptane-3-carbonyl chloride