(1R,2S)-2-AMINO-CYCLOOCTANECARBOXYLIC ACID

Base Information

• Chemical Name: (1R,2S)-2-AMINO-CYCLOOCTANECARBOXYLIC ACID
• CAS No.: 522644-04-8
• Molecular Formula: C₉H₁₇NO₂
• Molecular Weight: 171.239
• Mol file: 522644-04-8.mol

Synonyms:(1R,2S)-2-AMINO-CYCLOOCTANECARBOXYLIC ACID

Chemical Property of (1R,2S)-2-AMINO-CYCLOOCTANECARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 0.000118mmHg at 25°C
• Boiling Point: 312.2°C at 760 mmHg
• PKA: 3.89±0.20(Predicted)
• Flash Point: 142.6°C
• PSA: 63.32000
• Density: 1.058g/cm³
• LogP: 2.06900

Purity/Quality:

99.0%Min ^*data from raw suppliers

(1R,2S)-2-AMINO-CYCLOOCTANECARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1R,2S)-2-AMINO-CYCLOOCTANECARBOXYLIC ACID

There total 1 articles about (1R,2S)-2-AMINO-CYCLOOCTANECARBOXYLIC ACID 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: 36.0%

cis-9-azabicyclo[6.2.0]decan-10-one → (1S,8R)-9-azabicyclo[6.2.0]decan-10-one + (1S,2R)-2-amino-cyclooctanecarboxylic acid (791059-05-7) + (1R,2S)-2-Amino-cyclooctanecarboxylic acid (522644-04-8,791059-05-7)

Guidance literature:

With immobilized lipase B from Candida antarctica; water; In di-isopropyl ether; at 60 ℃; for 170h; Title compound not separated from byproducts;

DOI:10.1021/ol034096o

Reference yield: 89.0%

(1R,2S)-2-Amino-cyclooctanecarboxylic acid (522644-04-8,791059-05-7) → (1S,2R)-2-Amino-cyclooctanecarboxylic acid; hydrochloride (522644-10-6,522644-08-2)

Guidance literature:

With hydrogenchloride; In water; for 3h; Heating;

DOI:10.1021/ol034096o

Reference yield:

(1R,2S)-2-Amino-cyclooctanecarboxylic acid (522644-04-8,791059-05-7) → (S)-3-Benzyl-decahydro-1,4-diaza-cycloheptacyclooctene-2,5-dione

Guidance literature:

Multi-step reaction with 3 steps

1.1: SOCl₂

2.1: Et₃N; EDC; HOBT / acetonitrile

3.1: TFA / CH₂Cl₂ / 20 °C

3.2: 87 percent / diisopropylethylamine / CH₂Cl₂ / 18 h / 20 °C

With thionyl chloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; In dichloromethane; acetonitrile;

DOI:10.1246/cl.2006.86

Downstream raw materials:

(1S,2R)-2-Amino-cyclooctanecarboxylic acid; hydrochloride

(1R,2S)-2-((R)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-cyclooctanecarboxylic acid methyl ester

Refernces