1-Azabicyclo[2.2.2]octane-2-carboxylic acid, hydrochloride, (R)- (9CI)

Base Information

• Chemical Name: 1-Azabicyclo[2.2.2]octane-2-carboxylic acid, hydrochloride, (R)- (9CI)
• CAS No.: 94160-98-2
• Molecular Formula: C₈H₁₃NO₂*ClH
• Molecular Weight: 191.658
• Hs Code.: 2933399990
• Mol file: 94160-98-2.mol

Synonyms:1-Azabicyclo[2.2.2]octane-2-carboxylic acid, hydrochloride, (R)- (9CI);1-Azabicyclo[2.2.2]octane-2-carboxylic acid,hydrochloride (1:1), (2R)-

Chemical Property of 1-Azabicyclo[2.2.2]octane-2-carboxylic acid, hydrochloride, (R)- (9CI)

Chemical Property:

• PSA: 40.54000
• LogP: 1.29520

Purity/Quality:

97% ^*data from raw suppliers

(R)-1-Azabicyclo[2.2.2]octane-2-carboxylicAcidHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Azabicyclo[2.2.2]octane-2-carboxylic acid, hydrochloride, (R)- (9CI)

There total 7 articles about 1-Azabicyclo[2.2.2]octane-2-carboxylic acid, hydrochloride, (R)- (9CI) 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:

quinuclidine-2-carbonitrile (90196-91-1,885517-05-5) → quinuiclidine-2-carboxylic acid hydrochloride (52601-23-7,94160-98-2,52730-01-5)

Guidance literature:

quinuclidine-2-carbonitrile; With hydrogenchloride; at 110 ℃; for 5h;

With sodium hydroxide; In water;

With hydrogenchloride; In water;

DOI:10.1021/acs.jmedchem.9b01427

Reference yield:

4-(2-Hydroxyethyl)piperidine (622-26-4) → quinuiclidine-2-carboxylic acid hydrochloride (52601-23-7,94160-98-2,52730-01-5)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium hydroxide / water; tert-butyl alcohol / 10 - 23 °C

2: pyridine-SO₃ complex; triethylamine / dimethyl sulfoxide / 1.5 h / 10 - 20 °C

3: hydrogenchloride / water; diethyl ether / 1.5 h / 0 - 10 °C

4: triethylamine / tetrahydrofuran / 2 h / 0 - 10 °C

5: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

6: triethylamine / acetonitrile / Reflux

7: hydrogenchloride / 5 h / 110 °C

With hydrogenchloride; pyridine-SO₃ complex; triethylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide; acetonitrile; tert-butyl alcohol;

DOI:10.1021/acs.jmedchem.9b01427

Reference yield:

methanesulfonic acid 1-cyano-2-piperidin-4-yl-ethyl ester → quinuiclidine-2-carboxylic acid hydrochloride (52601-23-7,94160-98-2,52730-01-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetonitrile / Reflux

2: hydrogenchloride / 5 h / 110 °C

With hydrogenchloride; triethylamine; In acetonitrile;

DOI:10.1021/acs.jmedchem.9b01427

upstream raw materials:

4-(2-Hydroxyethyl)piperidine

4-(2-hydroxyethyl)piperidine-1-carboxylic acid tert-butyl ester

tert-butyl 4-(formylmethyl)piperidine-1-carboxylate

tert-butyl 4-(2-cyano-2-hydroxyethyl)piperidine-1-carboxylate

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