ChemicalBook > CAS DataBase List > (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate

(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

Hebei Mujin Biotechnology Co.,Ltd
Product
: (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate 376608-71-8
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
99%
Supply Ability
20ton
Release date
2021-10-09
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
Hebei Zhuanglai Chemical Trading Co Ltd
Product
(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium (2R)-hydroxy(phenyl)ethanoate 376608-71-8
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-11-27

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
  • (1<i>R</i>,2<i>S</i>)-2-(3,4-Difluorophenyl)cyclopropanamine (2<i>R</i>)-Hydroxy(phenyl)ethanoate
  • Ticagrelor Intermediate3
  • (1S,2R)-2-(3,4-difluorophenyl)cyclopropan-1-amine (R)-2-hydroxy-2-phenylacetate
  • (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)
  • (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium(R)-hydroxy(phenyl)ethanoate