1-N-Boc-Aminocyclopentanecarboxylic acid Chemical Properties

Melting point:

130-135 °C

Boiling point:

376.6±21.0 °C(Predicted)

Density 

1.15±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

pka

4.14±0.20(Predicted)

form 

Crystalline Powder

color 

White to off-white

Water Solubility 

Soluble in hot water

BRN 

2734412

CAS DataBase Reference

35264-09-6(CAS DataBase Reference)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29242990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

1-N-Boc-Aminocyclopentanecarboxylic acid Usage And Synthesis

Chemical Properties

white to off-white crystalline powder

Uses

Boc-Cycloleucine is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Synthesis

Cycloleucine (1.0 g, 7.74 mmol), triethylamine (Et3N, 5.4 mL, 38.7 mmol), 1 M aqueous NaOH (7.74 mL, 7.74 mmol) and acetonitrile (CH3CN, 10 mL) were added to a 250 mL round-bottom flask. The resulting clarified solution was cooled to 0 °C, followed by the slow addition of di-tert-butyl dicarbonate ((Boc)2O). The reaction mixture was gradually warmed to room temperature and stirred continuously for 4 h. A white precipitate was generated during the reaction. After completion of the reaction, the mixture was concentrated and the residue was dissolved in a solvent mixture of ethyl acetate (EtOAc) and water (1:1, 100 mL). The organic phase was separated and the aqueous phase was acidified with 10% HCl and then extracted three times with EtOAc. All organic phases were combined, washed with water and saturated saline in turn, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated to give 1-((tert-butoxycarbonyl)amino)cyclopentanecarboxylic acid as a white solid (1.29 g, 73% yield).

References

[1] Chemistry - A European Journal, 2011, vol. 17, # 19, p. 5256 - 5260
[2] Tetrahedron Letters, 1996, vol. 37, # 20, p. 3441 - 3444
[3] Organic Process Research and Development, 1998, vol. 2, # 4, p. 238 - 244
[4] Patent: WO2004/22534, 2004, A1. Location in patent: Page 39
[5] Patent: WO2017/21922, 2017, A1. Location in patent: Page/Page column 29

1-N-Boc-Aminocyclopentanecarboxylic acid(35264-09-6)Related Product Information

• Ethyl 2-(Chlorosulfonyl)acetate
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• EC 2.6.1.2
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• Cyclopentane
• Acetaminophen
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• DI-TERT-BUTYL ETHER
• 1-N-Boc-Aminocyclopentanecarboxylic acid
• 1-TERT-BUTOXYCARBONYLAMINO-3-HYDROXY-CYCLOPENTANECARBOXYLIC ACID ETHYL ESTER
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• 3-TERT-BUTOXYCARBONYLAMINO-6-OXA-BICYCLO[3.1.0]HEXANE-3-CARBOXYLIC ACID
• 3-BENZYLOXY-1-TERT-BUTOXYCARBONYLAMINO-CYCLOPENTANECARBOXYLIC ACID