L-Cyclopropylglycine

Base Information

• Chemical Name: L-Cyclopropylglycine
• CAS No.: 49606-99-7
• Molecular Formula: C₅H₉NO₂
• Molecular Weight: 115.132
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID80363564
• Nikkaji Number: J1.187.899G
• ChEMBL ID: CHEMBL4091914
• Mol file: 49606-99-7.mol

Synonyms:L-Cyclopropylglycine;49606-99-7;(s)-2-amino-2-cyclopropylacetic acid;H-Cyclopropyl-Gly-OH;2-Cyclopropyl-L-glycine;(2S)-2-amino-2-cyclopropylacetic acid;l-cyclopropyl glycine;(2R)-Amino(cyclopropyl)acetic acid;MFCD06659116;L-Cyclopropylglycine 98%;(S)-2-Cyclopropylglycine;(S)-Amino-cyclopropyl-acetic acid;(2S)-2-amino-2-cyclopropyl-acetic acid;L- alpha -Cyclopropylglycine;SCHEMBL412802;CHEMBL4091914;DTXSID80363564;L-alpha-Cyclopropylglycine, 95%;BCP11588;AKOS006282090;AC-3384;CS-W005759;HY-W005759;AM803956;TS-01592;EN300-93622;A827770;(2S)-2-azaniumyl-2-cyclopropyl-acetate

Chemical Property of L-Cyclopropylglycine

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 0.00567mmHg at 25°C
• Melting Point: -300oC
• Refractive Index: 1.559
• Boiling Point: 253.5 °C at 760 mmHg
• PKA: 2.40±0.10(Predicted)
• Flash Point: 107.1 °C
• PSA: 63.32000
• Density: 1.2 g/cm³
• LogP: 0.50860
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water. Insoluble in ethanol.
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 115.063328530
• Heavy Atom Count: 8
• Complexity: 109

Purity/Quality:

99.9% ^*data from raw suppliers

L-Cyclopropylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1C(C(=O)O)N
• Isomeric SMILES: C1CC1[C@@H](C(=O)O)N
• Uses: 2-Cyclopropyl-L-glycine is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of L-Cyclopropylglycine

There total 18 articles about L-Cyclopropylglycine 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: 99.0%

2-cyclopropyl-2-oxo acetate potassium salt (56512-18-6) → (S)-2-amino-2-cyclopropylacetic acid (49606-99-7,5687-71-8,15785-26-9,49607-01-4)

Guidance literature:

With Pichia pastoris formate dehydrogease; Thermoactinomyces intermedius leucine dehydrogenase; NAD; ammonium formate; sodium hydroxide; D,L-dithiothreitol; In water; at 40 ℃; pH=8; Enzymatic reaction;

DOI:10.1021/op2003562

Reference yield: 81.0%

(2S)-2-[[(tert-butoxy)carbonyl]amino]-2-cyclopropylacetic acid (155976-13-9) → (S)-2-amino-2-cyclopropylacetic acid (49606-99-7,5687-71-8,15785-26-9,49607-01-4)

Guidance literature:

With hydrogenchloride; In methanol; for 8h; Heating;

DOI:10.1002/adsc.200606038

Reference yield: 66.0%

ethyl (2S)-2-tert-butoxycarbonylamino-2-cyclopropylethanoate → (S)-2-amino-2-cyclopropylacetic acid (49606-99-7,5687-71-8,15785-26-9,49607-01-4)

Guidance literature:

With hydrogenchloride; for 1h; Heating;

upstream raw materials:

N-Chloroacetyl-α-cyclopropylglycine

(2S)-2-[[(tert-butoxy)carbonyl]amino]-2-cyclopropylacetic acid

cyclopropyl-hydroxyiminoacetic acid

Cyclopropyl methyl ketone

Downstream raw materials:

(S)-2-(benzyloxycarbonylamino)-2-cyclopropylacetic acid

(S)-2-amino-2-cyclopropyl-acetic acid methyl ester

C₁₉H₁₈N₂O₄S₂

C₃₇H₄₃N₃O₇S₂

Refernces

• 1、 Cai, Rong,Chen, Hsiaonung,Chen, Hui,Dong, Fangyuan,Minteer, Shelley D.,Prater, Matthew B.. "Bioelectrocatalytic Conversion from N2 to Chiral Amino Acids in a H2/α-Keto Acid Enzymatic Fuel Cell". supporting information. p. 4028 - 4036. Retrieved 2020/03/11.
• 2、 Parker, William L.,Hanson, Ronald L.,Goldberg, Steven L.,Tully, Thomas P.,Goswami, Animesh. "Preparation of (S)-1-cyclopropyl-2-methoxyethanamine by a chemoenzymatic route using leucine dehydrogenase". . p. 464 - 469. Retrieved 2012/08/08.