(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine(2R,3R)-2,3-dihydroxybutanedioate RC00241

Manufacturer: Hangzhou Royalchem Co.,LTD.

Website:   www.cnroyalchem.com

【 Providing a complete set of intermediates and impurities for Ticagrelor 】

【 Providing a complete set of intermediates and impurities for Ticagrelor 】

【 Providing a complete set of intermediates and impurities for Ticagrelor 】

Here is a detailed product specification for   220352-39-6 (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R,3R)-2,3-dihydroxybutanedioate :

PRODUCT SPECIFICATION: (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine L-(+)-Tartrate Salt
CAS No.: 220352-39-6
Synonyms:

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropan-1-amine (2R,3R)-2,3-dihydroxybutanedioate

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropylamine tartrate

trans-2-(3,4-Difluorophenyl)cyclopropanamine (1:1) L-tartaric acid salt

1.  Chemical Structure & Properties

Molecular Formula:  C₁₃H₁₄F₂N·C₄H₆O₆

Molecular Weight:  359.33 g/mol

Appearance:  White to off-white crystalline powder

Solubility:

Soluble in water, methanol, DMSO.

Sparingly soluble in ethanol, acetone.

Insoluble in non-polar solvents (e.g., hexane).

Melting Point:  ~180–190°C (decomposition, salt-dependent)

Optical Rotation:  [α]₂₀ᴰ = +15° to +25° (c=1 in H₂O, indicative of chiral purity)

Hygroscopicity:  Slightly hygroscopic; store under inert atmosphere.

2.  Stereochemistry & Purity

Absolute Configuration:

Cyclopropylamine moiety:  (1R,2S) -enantiomer.

Counterion:  (2R,3R) -tartaric acid (L-(+)-tartaric acid).

Chiral Purity:  ≥99% enantiomeric excess (ee) by chiral HPLC.

Chemical Purity:  ≥98% by HPLC (UV detection at 254 nm).

Impurities:

Related compounds (e.g., cis-isomer, des-fluoro analogs) ≤0.5%.

Residual solvents (per ICH Q3C): ≤500 ppm.

3.  Spectroscopic Data

1H NMR  (400 MHz, D₂O):
δ 7.25–7.15 (m, 1H, ArH), 7.05–6.90 (m, 2H, ArH), 4.40 (s, 2H, tartrate CH), 3.10–3.00 (m, 1H, cyclopropyl CHN), 2.20–2.10 (m, 1H, cyclopropyl CH), 1.60–1.50 (m, 1H, cyclopropyl CH₂), 1.25–1.15 (m, 1H, cyclopropyl CH₂).

13C NMR  (100 MHz, D₂O):
δ 176.5 (tartrate C=O), 152.0–148.0 (Ar-C-F), 125.0–115.0 (Ar-C), 73.5 (tartrate CH), 45.0 (cyclopropyl CHN), 25.0 (cyclopropyl CH), 18.0, 15.0 (cyclopropyl CH₂).

IR (KBr):  3400 cm⁻¹ (N-H/O-H), 2950 cm⁻¹ (C-H), 1720 cm⁻¹ (C=O), 1600 cm⁻¹ (Ar-C). 

MS (ESI+):  m/z 182.1 [M+H]⁺ (free base C₉H₁₀F₂N⁺).

4.  Functional Role

Application:  Key chiral intermediate in pharmaceutical synthesis:

Precursor to  serotonin-norepinephrine reuptake inhibitors (SNRIs)  (e.g., levomilnacipran analogs).

Building block for CNS-targeting molecules.

Advantages of Salt Form:

Enhanced crystallinity for purification.

Improved stability and handling vs. free amine.

Controlled release in formulations.

5.  Safety & Handling

Storage:  2–8°C under nitrogen; protect from light/moisture.

Stability:  >24 months when stored properly.

Safety Data:

GHS Classification:  Skin irritation (Category 2), Eye irritation (Category 2).

Handling:  Use PPE (gloves, goggles) in a fume hood. Avoid inhalation.

Disposal:  Incinerate as hazardous organic salt.