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376608-71-8

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CAS No.: 376608-71-8
Name: (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate
Article Data: 11
Molecular Structure:
Molecular Structure of 376608-71-8 ((1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate)
Formula: C9H9F2N.C8H8O3
Molecular Weight: 321.324
Synonyms: (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium (2R)-hydroxy(phenyl)ethanoate;(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium;
EINECS: 1308068-626-2
Safety: 24/25
PSA: 83.55000
LogP: 3.28430
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Synthetic route
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trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylic acid

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376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Stage #1: trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylic acid With pyridine; thionyl chloride In toluene at 70℃; for 4h;
Stage #2: With sodium azide; tetrabutylammomium bromide; sodium carbonate In water; toluene at 0℃; for 2h;
Stage #3: (R)-Mandelic Acid In ethyl acetate at 17 - 25℃; for 3h;		82%

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

611-71-2

(R)-Mandelic Acid

376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
In Isopropyl acetate at 0 - 20℃; for 4h;70.1%
In methanol at 20 - 25℃; for 14h;46.4%
In methanol at 20 - 25℃; for 12h;
1345413-26-4

trans-(1R,2S)-2-(3,4-difluorophenyl)-1-nitrocyclopropane

611-71-2

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376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Stage #1: trans-(1R,2S)-2-(3,4-difluorophenyl)-1-nitrocyclopropane With hydrogenchloride; zinc In methanol; water at -5 - 0℃;
Stage #2: With ammonia In dichloromethane; water at 30℃; for 0.25h;
Stage #3: (R)-Mandelic Acid In methanol at 20 - 25℃;		36.61%
Stage #1: trans-(1R,2S)-2-(3,4-difluorophenyl)-1-nitrocyclopropane With hydrogenchloride; zinc In deuteromethanol at -5 - 0℃;
Stage #2: (R)-Mandelic Acid In methanol at 0 - 25℃; for 14h;		36.61%
367-11-3

ortho-difluorobenzene

376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: aluminum (III) chloride / dichloromethane / 4 h / 20 - 25 °C / Industry scale
2.1: sodium iodide; 3,5-dihydroxyphenol; sodium nitrite / N,N-dimethyl-formamide / 5 - 30 °C / Inert atmosphere
3.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; borane N,N-diethylaniline complex / toluene / 25 - 40 °C / Inert atmosphere
4.1: triphenylphosphine / toluene / 2 h / 0 - 10 °C
5.1: hydrogenchloride; zinc / water; methanol / -5 - 0 °C
5.2: 0.25 h / 30 °C
5.3: 20 - 25 °C
View Scheme
Multi-step reaction with 6 steps
1.1: aluminum (III) chloride / dichloromethane / 30 h / 20 - 25 °C / Industry scale
2.1: sodium iodide; sodium azide; 3,5-dihydroxyphenol / N,N-dimethyl-formamide / 5 - 30 °C / Inert atmosphere
3.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; borane Ν,Ν-diethylaniline complex / toluene / 1.5 h / 15 - 20 °C / Inert atmosphere
4.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 5 - 10 °C
5.1: hydrogenchloride; zinc / methanol / -5 - 0 °C
5.2: 0.25 h / 10 - 30 °C
6.1: methanol / 12 h / 20 - 25 °C
View Scheme
Multi-step reaction with 5 steps
1.1: aluminum (III) chloride / dichloromethane / 20 - 25 °C / Large scale
2.1: sodium nitrite; 3,5-dihydroxyphenol; sodium iodide / N,N-dimethyl-formamide / 5 - 30 °C / Inert atmosphere
3.1: borane Ν,Ν-diethylaniline complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole / toluene / 25 - 30 °C / Inert atmosphere
4.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 2 h / 0 - 10 °C
5.1: hydrogenchloride; zinc / deuteromethanol / -5 - 0 °C
5.2: 14 h / 0 - 25 °C
View Scheme
1215969-79-1

3-chloro-1-(3',4'-difluorophenyl)-propan-1-one

376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium iodide; 3,5-dihydroxyphenol; sodium nitrite / N,N-dimethyl-formamide / 5 - 30 °C / Inert atmosphere
2.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; borane N,N-diethylaniline complex / toluene / 25 - 40 °C / Inert atmosphere
3.1: triphenylphosphine / toluene / 2 h / 0 - 10 °C
4.1: hydrogenchloride; zinc / water; methanol / -5 - 0 °C
4.2: 0.25 h / 30 °C
4.3: 20 - 25 °C
View Scheme
Multi-step reaction with 5 steps
1.1: sodium iodide; sodium azide; 3,5-dihydroxyphenol / N,N-dimethyl-formamide / 5 - 30 °C / Inert atmosphere
2.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; borane Ν,Ν-diethylaniline complex / toluene / 1.5 h / 15 - 20 °C / Inert atmosphere
3.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 5 - 10 °C
4.1: hydrogenchloride; zinc / methanol / -5 - 0 °C
4.2: 0.25 h / 10 - 30 °C
5.1: methanol / 12 h / 20 - 25 °C
View Scheme
Multi-step reaction with 4 steps
1.1: sodium nitrite; 3,5-dihydroxyphenol; sodium iodide / N,N-dimethyl-formamide / 5 - 30 °C / Inert atmosphere
2.1: borane Ν,Ν-diethylaniline complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole / toluene / 25 - 30 °C / Inert atmosphere
3.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 2 h / 0 - 10 °C
4.1: hydrogenchloride; zinc / deuteromethanol / -5 - 0 °C
4.2: 14 h / 0 - 25 °C
View Scheme
1345413-22-0

1-(3',4'-difluorophenyl)-3-nitro-propan-1-one

376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; borane N,N-diethylaniline complex / toluene / 25 - 40 °C / Inert atmosphere
2.1: triphenylphosphine / toluene / 2 h / 0 - 10 °C
3.1: hydrogenchloride; zinc / water; methanol / -5 - 0 °C
3.2: 0.25 h / 30 °C
3.3: 20 - 25 °C
View Scheme
Multi-step reaction with 4 steps
1.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; borane Ν,Ν-diethylaniline complex / toluene / 1.5 h / 15 - 20 °C / Inert atmosphere
2.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 5 - 10 °C
3.1: hydrogenchloride; zinc / methanol / -5 - 0 °C
3.2: 0.25 h / 10 - 30 °C
4.1: methanol / 12 h / 20 - 25 °C
View Scheme
Multi-step reaction with 3 steps
1.1: borane Ν,Ν-diethylaniline complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole / toluene / 25 - 30 °C / Inert atmosphere
2.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 2 h / 0 - 10 °C
3.1: hydrogenchloride; zinc / deuteromethanol / -5 - 0 °C
3.2: 14 h / 0 - 25 °C
View Scheme
1345413-25-3

(1S)-1-(3,4-difluorophenyl)-3-nitropropan-1-ol

376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 5 - 10 °C
2.1: hydrogenchloride; zinc / methanol / -5 - 0 °C
2.2: 0.25 h / 10 - 30 °C
3.1: methanol / 12 h / 20 - 25 °C
View Scheme
Multi-step reaction with 2 steps
1.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 2 h / 0 - 10 °C
2.1: hydrogenchloride; zinc / deuteromethanol / -5 - 0 °C
2.2: 14 h / 0 - 25 °C
View Scheme
1345413-26-4

trans-(1R,2S)-2-(3,4-difluorophenyl)-1-nitrocyclopropane

376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogenchloride; zinc / methanol / -5 - 0 °C
1.2: 0.25 h / 10 - 30 °C
2.1: methanol / 12 h / 20 - 25 °C
View Scheme
218430-47-8

(E)-methyl 3-(3,4-difluorophenyl)acrylate

376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium hydride / dimethyl sulfoxide / 0.5 h / 25 °C
1.2: 16 h / 0 - 25 °C
2.1: hydrazine / water; methanol / 16 h / 25 - 70 °C
3.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
4.1: toluene / 1 h / 110 °C
4.2: 2 h / 100 °C
4.3: 25 °C / pH 10
5.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
112897-97-9

(E)-3-(3,4-difluorophenyl)acrylic acid

376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: sulfuric acid / 72 h / 60 °C
2.1: sodium hydride / dimethyl sulfoxide / 0.5 h / 25 °C
2.2: 16 h / 0 - 25 °C
3.1: hydrazine / water; methanol / 16 h / 25 - 70 °C
4.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
5.1: toluene / 1 h / 110 °C
5.2: 2 h / 100 °C
5.3: 25 °C / pH 10
6.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
Multi-step reaction with 7 steps
1.1: oxalyl dichloride / dichloromethane / 0 h / 25 - 30 °C
1.2: 0 h / 25 - 30 °C
2.1: pyridine / acetone / 0 h / 0 - 30 °C
2.2: 0 - 5 °C
3.1: sodium hydride / dimethyl sulfoxide / 1 h / 25 - 30 °C
3.2: 3 h / 25 - 30 °C
4.1: hydrazine hydrate / methanol / 12 h / 60 - 65 °C
5.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
6.1: toluene / 1 h / 110 °C
6.2: 2 h / 100 °C
6.3: 25 °C / pH 10
7.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
Multi-step reaction with 9 steps
1.1: oxalyl dichloride / dichloromethane / 0 h / 25 - 30 °C
1.2: 0 h / 25 - 30 °C
2.1: pyridine / acetone / 0 h / 0 - 30 °C
2.2: 0 - 5 °C
3.1: sodium hydride / dimethyl sulfoxide / 1 h / 25 - 30 °C
3.2: 3 h / 25 - 30 °C
4.1: hydrogenchloride / 1,4-dioxane / 16 h / 25 - 30 °C
5.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 20 °C
6.1: hydrazine hydrate / 1,4-dioxane / 3 h / 65 °C
7.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
8.1: toluene / 1 h / 110 °C
8.2: 2 h / 100 °C
8.3: 25 °C / pH 10
9.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
Multi-step reaction with 9 steps
1.1: oxalyl dichloride / dichloromethane / 0 h / 25 - 30 °C
1.2: 0 h / 25 - 30 °C
2.1: pyridine / acetone / 0 h / 0 - 30 °C
2.2: 0 - 5 °C
3.1: sodium hydride / dimethyl sulfoxide / 1 h / 25 - 30 °C
3.2: 3 h / 25 - 30 °C
4.1: hydrogenchloride / 1,4-dioxane / 16 h / 25 - 30 °C
5.1: sulfuric acid / 2 h / 60 °C
6.1: hydrazine / water; methanol / 16 h / 25 - 70 °C
7.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
8.1: toluene / 1 h / 110 °C
8.2: 2 h / 100 °C
8.3: 25 °C / pH 10
9.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
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    Min.Order: 4 Kilogram

    FOB Price:  USD $ 0.0-0.0

    A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

    T&W GROUP was established in 2007, headquartered in Shanghai, China. By integrating people, technology and potential, we endeavor to work for a better life. We are in the business

  •  SHANGHAI T&W PHARMACEUTICAL CO., LTD.

     China (Mainland)  |  Contact Details

    Business Type:Lab/Research institutions

    Tel:+86-21-61551611

    Address:601, No. 1, 2277 Nong, Zu Chongzhi Road, Zhangjiang Hightech. Park, Pudong

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

  • Casno:

    376608-71-8

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

    Min.Order: 0 Metric Ton

    FOB Price:  USD $ 0.0-0.0

    Suzhou Jingye Medicine & Chemical Co., Ltd (Former: Suzhou Daxin Chemical Agent Factory) is a Hi-tech private enterprise, which is a professional manufacturer of hydrogenous products. It is located in Suzhou New District Chemical Area, abou

    Suzhou Jingye Medicine & Chemical Co., Ltd (Former: Suzhou Daxin Chemical Agent Factory) is a Hi-tech private enterprise, which is a professional manufacturer of hydrogenous produc

  •  Suzhou Jingye Medicine & Chemical Co., Ltd

    China (Mainland)  |  Contact Details

    Business Type:Manufacturers

    Tel:+86-512-66658588

    Address:No. 88, Sanlian Street, Jinfeng Road, Suzhou New District, Jiangsu Province, P. R. China

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

  • Casno:

    376608-71-8

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

    Min.Order: 1 Gram

    FOB Price:  USD $ 0.0-0.0

    Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

    Zibo Dorne chemical technology co., LTD. is a biotechnology enterprise engaged in the R&D, production and sales of drugs, steroids, peptides, raw materials, vitamins, food additive

  •  Zibo Dorne chemical technology co. LTD

     China (Mainland)  |  Contact Details

    Business Type:Lab/Research institutions

    Tel:+86-18560316533

    Address:No. 416, 4th floor, zhongguancun science and technology city, no. 1, west 6th road, zhangdian district

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

  • Casno:

    376608-71-8

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

    Min.Order: 0

    FOB Price:  USD $ 0.0-0.0

    Product Name: (1R,2R)-2-(3,4-difluorophenyl)cyclopropanamine(S)-(carboxylato(phenyl)methyl)holmium Synonyms: (1R,2R)-2-(3,4-difluorophenyl)cyclopropa…Appearance:Solid powder Storage:Sealed,light and oxygen resistant Package:aluminum foil bag,carton

    Kono Chem Co.,Ltd is a leading producer of standardized herbal extracts, natural active ingredients and APIs for pharmaceutical, health food and cosmetic industries. Annually, mo

  •  Kono Chem Co.,Ltd

     China (Mainland)  |  Contact Details

    Business Type:Other

    Tel:86-29-86107037-8015

    Address:No.11 Daqing Road,Lianhu District,Xi’an 710082,China

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

  • Casno:

    376608-71-8

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

    Min.Order: 1 Kilogram

    FOB Price:  USD $ 0.0-0.0

    HANGZHOU THINK CHEMICAL CO., LTD. (THINKCHEM) is an integrative corporation of trade, research and contract manufacture. With about ten years of business experiences on the marketing & distribution, thinkchem specializes in exp

    HANGZHOU THINK CHEMICAL CO., LTD. (THINKCHEM) is an integrative corporation of trade, research and contract manufacture. With about ten years of business experiences on the marketi

  •  Hangzhou Think Chemical Co. Ltd

     China (Mainland)  |  Contact Details

    Business Type:Other

    Tel:86-571-89986307/81956191/81956084/81956192

    Address:Room 501-502, Tower E, Yuanjian Building, Yuanyang International Center, Hangzhou-310011, China

       Inquiry Now

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Specification

(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.