Cycloleucine

• CAS: 52-52-8
• Catalog Number: ACM52528
• Category: Amino Acids
• Molecular Weight: 129.16
• Molecular Formula: H2NC5H8CO2H
• Description: Cycloleucine is a nonmetabolizable amino acid widely used as a building block in peptide synthesis.
• Synonyms: 1-Aminocyclopentanecarboxylic acid
• Canonical SMILES: NC1(CCCC1)C(O)=O
• InChI: 1S/C6H11NO2/c7-6(5(8)9)3-1-2-4-6/h1-4,7H2,(H,8,9)
• InChI Key: NILQLFBWTXNUOE-UHFFFAOYSA-N
• Melting Point: 320 ℃(dec.) (lit.)
• Application: Cycloleucine can be used as a building block to synthesize:; Phosphonylmethylaminocyclopentane-1-carboxylic acid by reacting with paraformaldehyde and diethylphosphite via Kabachnik-Field's reaction.; Benzo[b]thiophene-2-carboxylic acid {1-[1-(R)-(3-morpholin-4-ylpropylcarbamoyl)-2-phenylethylcarbamoyl]cyclopentyl}-amide, (MEN14268) as potential tachykinin NK2 receptor antagonist.
• Assay: 0.97
• Beilstein: 636626
• EC Number: 200-144-6
• Form: crystals
• MDL Number: MFCD00001381
• NACRES: NA.22
• PubChem ID: 24890914
• Quality Level: 100
• Reaction Suitability: reaction type: solution phase peptide synthesis
• Storage Temperature: 2-8℃
• Technique: ligand binding assay: suitable

Synthetic Use

Upstream Synthesis Route 1

• 699-51-4

• 52-52-8

Reference: [1] Journal of Medicinal Chemistry, 1984, vol. 27, # 12, p. 1663 - 1668

Upstream Synthesis Route 2

• 49830-37-7

• 52-52-8

Reference: [1] ACS Combinatorial Science, 2016, vol. 18, # 6, p. 330 - 336
[2] Bulletin of the Chemical Society of Japan, 1963, vol. 36, p. 34 - 37

Upstream Synthesis Route 3

• 120-92-3

• 52-52-8

Reference: [1] European Journal of Medicinal Chemistry, 2001, vol. 36, # 3, p. 265 - 286
[2] Journal of Organic Chemistry, 1958, vol. 23, p. 964,967
[3] ACS Combinatorial Science, 2016, vol. 18, # 6, p. 330 - 336

Upstream Synthesis Route 4

• 49830-37-7

• 52-52-8

Reference: [1]ACS Combinatorial Science,2016,vol. 18,p. 330 - 336
[2]Bulletin of the Chemical Society of Japan,1963,vol. 36,p. 34 - 37

Downstream Synthesis Route 1

• 122-01-0
• 52-52-8

• 15026-83-2

Reference: [1]Farmaco, Edizione Scientifica,1966,vol. 21,p. 624 - 630

Downstream Synthesis Route 2

• 79-11-8
• 52-52-8

• 13702-91-5

Reference: [1]Journal of the Chemical Society A: Inorganic, Physical, Theoretical,1966,p. 1268 - 1275

* For details of the synthesis route, please refer to the original source to ensure accuracy.