Cyclohexanecarboxylic acid, 2-amino-, (1S,2R)- (9CI)

Base Information

• Chemical Name: Cyclohexanecarboxylic acid, 2-amino-, (1S,2R)- (9CI)
• CAS No.: 189101-41-5
• Molecular Formula: C7H13 N O2
• Molecular Weight: 143.186
• Mol file: 189101-41-5.mol

Synonyms:Cyclohexanecarboxylicacid, 2-amino-, (1S-cis)-; (1S,2R)-2-Aminocyclohexane-1-carboxylic acid;cis-(1S,2R)-2-Aminocyclohexane-1-carboxylic acid

Chemical Property of Cyclohexanecarboxylic acid, 2-amino-, (1S,2R)- (9CI)

Chemical Property:

• Melting Point: 264-266℃
• PSA: 63.32000
• LogP: 1.28880

Purity/Quality:

98%Min ^*data from raw suppliers

(1S,2R)-2-aminocyclohexanecarboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclohexanecarboxylic acid, 2-amino-, (1S,2R)- (9CI)

There total 17 articles about Cyclohexanecarboxylic acid, 2-amino-, (1S,2R)- (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: 84.0%

benzyl (1S,2R)-2-{[(1'R)-1'-phenylethyl]amino}cyclohexanecarboxylate (383905-40-6) → (1S,2R)-(+)-2-aminocyclohexane-1-carboxylic acid (189101-41-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃;

DOI:10.1081/SCC-100105666

Reference yield: 75.0%

(3R,4S)-3-(N'-p-methoxycarbonylbenzyloxycarbonylamino)-1-cyclohexene-4-carboxylic acid (506444-79-7) → (1S,2R)-(+)-2-aminocyclohexane-1-carboxylic acid (189101-41-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 48h; under 760.051 Torr;

DOI:10.1021/ja020879d

Reference yield:

2-((R)-1-Phenyl-ethylamino)-cyclohex-1-enecarboxylic acid benzyl ester (383905-51-9) → (1S,2R)-(+)-2-aminocyclohexane-1-carboxylic acid (189101-41-5)

Guidance literature:

2-((R)-1-Phenyl-ethylamino)-cyclohex-1-enecarboxylic acid benzyl ester; With sodium tetrahydroborate; isobutyric Acid; In toluene; at 0 ℃; for 2h;

With hydrogen; palladium dihydroxide; In methanol; at 50 ℃; for 24h; under 38002.6 Torr; Further stages.;

DOI:10.1016/j.tetasy.2007.08.014

upstream raw materials:

(1S,6R)-7-hydroxymethyl-7-azabicyclo[4.2.0]octan-8-one

(1RS,2SR)-2-aminocyclohexanecarboxylic acid

benzyl (1S,2R)-2-{[(1'R)-1'-phenylethyl]amino}cyclohexanecarboxylate

(3R,4S)-3-(N'-p-methoxycarbonylbenzyloxycarbonylamino)-1-cyclohexene-4-carboxylic acid

Downstream raw materials:

(1S,2R)-2-phthalimidocyclohexanecarboxylic acid

((1S,2R)-2-(benzo[d]thiazol-2-ylamino)cyclohexyl)methanol

((1S,2R)-2-aminocyclohexyl)methanol

(1S,2R)-2-amino-cyclohexanecarboxylic acid methyl ester