(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate

Product Name: (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate
CAS No.: 376608-71-8
Chemical Name: (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate
Synonyms: (1R,2S)-2-(3,4-difluorophenyl)cyclopropan-1-amine;(1R,2S)-2-(3,4-difluorophenyl)cyclopropanaMine (R)-2-hydroxy-2-phenylacetate;(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium (2R)-hydroxy(phenyl)ethanoate;(1R,2S)-2-(3,4-difluorophenyl)cyclopropan-1-amine (R)-2-hydroxy-2-phenylacetate;(1R,2R)-2-(3,4-difluorophenyl)cyclopropanamine(S)-(carboxylato(phenyl)methyl)holmium;(1R 2S)-2-(3 4- DIFLUOROPHENYL) CYCLOP ROPANAMINIUM (2R)- HYDROXY(PHENYL) ETHAN OATE MANDELIC ACID SALT;EX-7182;2S)-2-(3;Ticagrelor int4;)ethanoate, 98%
CBNumber: CB62535571
Molecular Formula: C17H17F2NO3
Formula Weight: 321.32
MOL File: 376608-71-8.mol

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(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate Property

Melting point:: 161 °C
storage temp.: under inert gas (nitrogen or Argon) at 2–8 °C
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
color: White to Off-White
Major Application: Pharmaceutical intermediates
InChI: InChI=1/C9H9F2N.C8H8O3/c10-7-2-1-5(3-8(7)11)6-4-9(6)12;9-7(8(10)11)6-4-2-1-3-5-6/h1-3,6,9H,4,12H2;1-5,7,9H,(H,10,11)/t6-,9+;7-/s3
InChIKey: GUESUQPLVFMJIT-RUKVIUEPNA-N
SMILES: [C@H](C1C=CC=CC=1)(O)C(=O)O.N[C@@H]1C[C@H]1C1C=CC(F)=C(F)C=1 |&1:0,12,14,r|

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Safety

Safety Statements: 24/25
HS Code: 29181990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

AK Scientific

Product number: Z3448
Product name: trans-(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium(2R)-2-hydroxy-2-phenylethanoate
Packaging: 1g
Price: $13
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD16312
Product name: (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate
Packaging: 10g
Price: $50
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4622-3-00
Product name: (1R,2S)-2-(3,4-Difluorophenyl)cyclopropan-1-ammonium (2R)-2-hydroxy-2-phenylacetate
Purity: 97.0%
Packaging: 250mg
Price: $55
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4622-3-00
Product name: (1R,2S)-2-(3,4-Difluorophenyl)cyclopropan-1-ammonium (2R)-2-hydroxy-2-phenylacetate
Purity: 97.0%
Packaging: 1g
Price: $85
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD16312
Product name: (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate
Packaging: 25g
Price: $100
Updated: 2021/12/16

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(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate Chemical Properties,Usage,Production

Description

(1R, 2R)-2-(3, 4-difluorophenyl) cyclopropanamine(S)-(carboxylato(phenyl)methyl) holmium is a useful pharmacological intermediate. It is utilized as an intermediate of trcagrelor, which is a platelet aggregation inhibitor used for prevention of thrombotic events occurring in people with acute coronary syndrome or myocardial infarction.

Chemical Properties

White to off-white powder

Uses

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine is an intermediate in the preparation of orally active reversible P2Y12 receptor antagonists for the prevention of thrombosis.

Synthesis

1. Trans-(1R,2S)-2-(3,4-difluorophenyl)-1-nitro cyclopropane (215.0 g) was added to the pre-cooled methanolic hydrochloric acid (6.0% to 7% w/w HCl, 4300 ml), followed by cooling the mass to -5 to 0° C. Zinc dust (343.71 g) was added to the resulting mass over a period of 2 to 3 hours while maintaining the temperature at -5 to 0° C. The reaction mass was stirred further for 2 hours at -5 to 0° C. After completion of the reaction, the reaction mass was filtered through a hyflo bed and the bed was washed with methanol (2×215 ml). The main filtrate and washings were combined, followed by distillation under reduced pressure.
2. The resulting residue was dissolved in dichloromethane (1075 ml) and then cooled to 10 to 15° C. 25% Aqueous ammonia solution (1290 ml) was added to the cooled solution while maintaining the temperature at below 30° C. The resulting reaction mass was stirred for 15 minutes, followed the by layer separation. The resulting aqueous layer was extracted with dichloromethane (2×537.5 ml) and then combined with the main dichloromethane layer. The combined dichloromethane layer containing the product was extracted thrice with aqueous hydrochloric acid (645 ml of conc. hydrochloric acid mixed with 1935 ml water, 3×865 ml). The aqueous acidic layer containing the product was combined and washed with dichloromethane (645 ml). Dichloromethane (1075 ml) was added to the acidic aqueous layer, followed by the addition of 25% aqueous ammonia solution (1505 ml) while maintaining the temperature at below 30° C. The resulting reaction mass was extracted with dichloromethane (2×645 ml) and then combined with the main dichloromethane layer. The combined dichloromethane layer containing the product was washed with water (645 ml) and evaporated to dryness under reduced pressure.
3. The resulting residue was dissolved in methanol (430 ml), followed slow addition of (R)-(-)-mandelic acid solution (107.5 g in 645 ml methanol) over a period of 40 to 60 minutes while maintaining temperature at 20 to 25° C. The resulting slurry was stirred further for 12 hours at 20 to 25° C., followed by further cooling to 0 to 5° C. The cooled solution was stirred for 2 hours and the solid was isolated by filtration. The resulting solid was washed with chilled methanol (215 ml). The solid was dried under reduced pressure at 40 to 45° C. to obtain 127 g of pure (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate as a white solid.

References

http://www.tradekorea.com/product/detail/P483269/Ticagrelor-intermediates---CAS-376608-71-8.html
https://en.wikipedia.org/wiki/Ticagrelor

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate Preparation Products And Raw materials

Raw materials

Preparation Products

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(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate Suppliers

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View Lastest Price from (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate manufacturers

Jinan Finer Chemical Co., Ltd

Product: (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium (2R)-hydroxy(phenyl)ethanoate 376608-71-8
Price: US $0.00/Kg/Drum
Min. Order: 1g
Purity: 99%
Supply Ability: 50mt/year
Release date: 2021-06-08

Henan Fengda Chemical Co., Ltd

Product: (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate 376608-71-8
Price: US $5.00-0.10/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-04-16

Hebei Yibangte Import and Export Co. , Ltd.

Product: (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium (2R)-hydroxy(phenyl)ethanoate 376608-71-8
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 50000kg
Release date: 2023-12-15

376608-71-8, (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoateRelated Search:

TICAGRELOR trans-2-(3,4-difluorophenyl) cyclopropanecarboxylic acid ledipasvir interMediate (S)-1-[(R)-2-(DI-TERT.-BUTYLPHOSPHINO)FERROCENYL]ETHYLBIS(2-METHYLPHENYL)PHOSPHI (1R,2R)-(-)-1,2-Diaminocyclohexane (3S)-N-Boc-2-azabicyclo[2.2.1]heptane-3-carboxylic acid (1S)-4,5-Dimethoxy-1-[(methylamino)methyl]benzocyclobutane hydrochloride 2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tataric acid 4,6-dichloro-2-propylthiopyrimidine-5-amine 4,6-DICHLORO-5-NITRO-2-PROPYLTHIOPYRIMIDINE (3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-ol 1-Acetyladamantane Intermediate (1R trans)-2-(3,4-difluorophenyl)cyclopropane amine. HCl Ethanol, 2-[[(3aR,4S,6R,6aS)-6-[[5-aMino-6-chloro-2-(propylthio)-4-pyriMidinyl]aMino]tetrahydro-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]- ethyCyclopropanamine, 2-(3,4-difluorophenyl)-, (1R,2S)- (REACH) (1R,2R)-2-(3,4-difluorophenyl)cyclopropane carboxaMide (1R trans)-2-(3,4-difluorophenyl)cyclopropane amine CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester

(1R,2R)-2-(3,4-difluorophenyl)cyclopropanamine(S)-(carboxylato(phenyl)methyl)holmium

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaMine (2R)-Hydroxy(phenyl)ethanoate

(αR)-α-Hydroxybenzeneacetic Acid coMpd. with (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaMine

trans-(1R,2S)-2-(2,3-difluorophenyl)cyclopropylaMine Mandelat

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium (2R)-hydroxy(phenyl)ethanoate

(alphaR)-alpha-Hydroxybenzeneacetic acid compd. with (1R,2S)-2-(3,4-difluorophenyl)cyclopropanamine

(αR)-(1R,2S)-α-hydroxy-Benzeneacetic acid-coMpd.with 2-(3,4-difluorophenyl)cyclopropanaMine(1:1)

Ticagrelor InterMediate 4

EX-7182

(1R-2R)-2-(3,4-diflrorophenyl)cyclopropanamine

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

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

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate

Ticagrelor Intermediate3

(1S,2R)-2-(3,4-difluorophenyl)cyclopropan-1-amine (R)-2-hydroxy-2-phenylacetate

Benzeneacetic acid, α-hydroxy-, (αR)-(1R,2S)-coMpd. with 2-(3,4-difluorophenyl)cyclopropanaMine (1:1)

(1R,2S)-2-(3,4-difluorophenyl)cyclopropanaMine (R)-2-hydroxy-2-phenylacetate

(1R,2S)-2-(3,4-difluorophenyl)cyclopropanaMine (R)-2-hydroxy-2-phenylacetate(1:1)

(1R,2S)-2-(3,4-difluorophenyl)cyclopropanaMine with (R)-(-)-Mandelic acid (1:1)

Benzeneaceticacid,a-hydroxy-,(R)-(1R,2S)-coMpd.with2-(3,4-difluorophenyl)cyclopropanaMine(1:1)

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaMiniuM(2R)-hydroxy(phenyl)

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaMiniuM (2

(1R,2S)-2-(3,4-difluorophenyl)cyclopropanaMine (S)-2-hydroxy-2-phenylacetate

(1R,2S)-2-(3,4-dimethylphenyl)cyclopropanamine (R)-2-hydroxy-2-phenylacetate

(aR)-a-Hydroxy-benzeneacetic acid compd. with (1R,2S)-2-(3,4-difluorophenyl) cyclopropanamine (1:1)

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate 376608-71-8

(1R 2S)-2-(3 4-DIFUOROPHENYL)CYCLOPROPAN AMINIUM(2R)-HYDROXY(PHENYL)ETHANOATE

Ticagrelor int4

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropan-1-ammonium (2R)-2-hydroxy-2-phenylacetate

(1R,2S)-2-(3,4-difluorophenyl)cyclopropan-1-amine (R)-2-hydroxy-2-phenylacetate

(1R,2S)-2-(3,4-Difluorophenyl) cyclopropanaminium (2R)-hydroxy(phenyl)ethanoat

Trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine mandelate

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (R)-2-hydroxy-2-phenylacetic acid

(1S,2R)-2-(3,4- difluorophenyl)cyclopropan-1-amine hydrochloride

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaMine (2R)-Hydroxy(phenyl)etha

(1R,2S)-2-(3,4-Difluorophenyl)-cyclopropan-1-amine (2R)-2-hydroxy-2-phenylacetic acid

trans-(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium (2R)-2-hydroxy-2-phenylethanoate

(1R,2S)-2-(3,4-DifL

)ethanoate, 98%

opropanaminium (2R)-hydroxy(phenyL

Ticagrelor Related Compound 107

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate ISO 9001：2015 REACH

1-Acetyladamantane Intermediate，(1R,2S)-2-(3,4- Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate

2S)-2-(3

4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate

Ticagrelor side chain 2 mandelate

carboxylato(phenyl) methyl)holmium

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropanamine (2R)-2-hydroxy-2-phenylethanoate

(1R 2S)-2-(3 4- DIFLUOROPHENYL) CYCLOP ROPANAMINIUM (2R)- HYDROXY(PHENYL) ETHAN OATE MANDELIC ACID SALT

(1R,2S)-2-(3,4-DIFLUOROPHENYL)CYCLOPROPANAMINE (2R) -2-HYDROXY-2-PHENYLACETATE

(1R,2R)-2-(3,4-difluorophenyl) cyclopropanamine(S)-(carboxyl...

Ticagrelor EP Impurity B

(1R,2S)-2-(3,4-difluorophenyl)cyclopropanamine D-Mandelic acid

Benzeneacetic acid, α-hydroxy-, (αR)-(1R,2S)-compd. with 2-(3,4-difluorophenyl)cyclopropanamine (1:1)

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate

Ticagrelor EP Impurity E (R)-Mandelate

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium (2R)-hydroxy(phenyl)ethanoate (Ticagrelor Impurity)