(1R,2S)-Methyl 2-aminocyclopentanecarboxylate

Base Information

• Chemical Name: (1R,2S)-Methyl 2-aminocyclopentanecarboxylate
• CAS No.: 154460-33-0
• Molecular Formula: C7H13 N O2
• Molecular Weight: 143.186
• European Community (EC) Number: 828-965-0,835-700-2
• DSSTox Substance ID: DTXSID30563138
• Nikkaji Number: J386.429D
• Wikidata: Q76423942
• Mol file: 154460-33-0.mol

Synonyms:(1R,2S)-Methyl 2-aminocyclopentanecarboxylate;154460-33-0;128001-37-6;Methyl cis-2-Aminocyclopentanecarboxylate;methyl (1R,2S)-2-aminocyclopentane-1-carboxylate;Cyclopentanecarboxylic acid, 2-amino-, methyl ester, (1R-cis)- (9CI);cis-Methyl-2-Aminocyclopentanecarboxylate;Cyclopentanecarboxylic acid, 2-amino-, methyl ester, (1R,2S)-rel-;rac-methyl (1R,2S)-2-aminocyclopentane-1-carboxylate;SCHEMBL1144485;DTXSID30563138;RGXCCQQWSIEIEF-RITPCOANSA-N;AKOS006347606;Methylcis-2-Aminocyclopentanecarboxylate;CS-11781;CS-0444174;(cis)-methyl 2-aminocyclopentane-1-carboxylate;EN300-243383;EN300-309478;methyl (1R,2S)-2-aminocyclopentanecarboxylate;N12552;A848186

Chemical Property of (1R,2S)-Methyl 2-aminocyclopentanecarboxylate

Chemical Property:

• Boiling Point: 193.0±33.0 °C(Predicted)
• PKA: 10.05±0.40(Predicted)
• PSA: 52.32000
• Density: 1.069±0.06 g/cm3(Predicted)
• LogP: 0.98710
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 143.094628657
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

97% ^*data from raw suppliers

(1R,2S)-Methyl2-aminocyclopentanecarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCCC1N
• Isomeric SMILES: COC(=O)[C@@H]1CCC[C@@H]1N

Technology Process of (1R,2S)-Methyl 2-aminocyclopentanecarboxylate

There total 3 articles about (1R,2S)-Methyl 2-aminocyclopentanecarboxylate 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: 100.0%

methyl (1R,2S)-2-{[(benzyloxy)carbonyl]amino}cyclopentanecarboxylate (1033756-37-4,1260654-77-0) → (1R,2S)-2-amino-cyclopentanecarboxylic acid methyl ester (154460-33-0,170421-23-5)

Guidance literature:

With hydrogen; 5%-palladium/activated carbon; In ethyl acetate; at 25 ℃; for 1.5h;

Reference yield:

methanol (67-56-1) + (-)-cispentacin (122672-46-2,37910-65-9) → (1R,2S)-2-amino-cyclopentanecarboxylic acid methyl ester (154460-33-0,170421-23-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; Reflux;

Reference yield:

(1R,2S)-2-Amino-cyclopentane-1-carboxylic acid hydrochloride (128110-37-2,128052-92-6,158414-44-9,359849-58-4,18414-30-7) + diazomethyl-trimethyl-silane (18107-18-1) → (1R,2S)-2-amino-cyclopentanecarboxylic acid methyl ester (154460-33-0,170421-23-5)

Guidance literature:

In methanol; benzene;

DOI:10.1016/j.bmcl.2008.11.048

upstream raw materials:

methyl (1R,2S)-2-{[(benzyloxy)carbonyl]amino}cyclopentanecarboxylate

methanol

(-)-cispentacin

(1R,2S)-2-Amino-cyclopentane-1-carboxylic acid hydrochloride

Downstream raw materials:

(1R,2S)-methyl 2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanamido)cyclopentanecarboxylate

(1R,2S)-2-(4-fluoro-benzylamino)-cyclopentanecarboxylic acid methyl ester