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(1S,2R)-(+)-1-amino-1-phenyl-2-propanol hydrochloride is a chiral auxiliary chemical compound with the molecular formula C9H14NO?HCl. It is a white to off-white crystalline powder that is soluble in water and methanol, and has a molecular weight of 187.67 g/mol. Also known as D-α-Amino-1-phenyl-1-propanol hydrochloride and 1-Phenyl-1-amino-2-propanol hydrochloride, (1S,2R)-(+)-1-amino-1-phenyl-2-propanol hydrochloride plays a crucial role in controlling the stereochemistry of reactions in organic synthesis.

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  • 133735-64-5 Structure
  • Basic information

    1. Product Name: (1S,2R)-(+)-1-amino-1-phenyl-2-propanol hydrochloride
    2. Synonyms: (1S,2R)-(+)-1-amino-1-phenyl-2-propanol hydrochloride
    3. CAS NO:133735-64-5
    4. Molecular Formula:
    5. Molecular Weight: 187.669
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 133735-64-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (1S,2R)-(+)-1-amino-1-phenyl-2-propanol hydrochloride(CAS DataBase Reference)
    10. NIST Chemistry Reference: (1S,2R)-(+)-1-amino-1-phenyl-2-propanol hydrochloride(133735-64-5)
    11. EPA Substance Registry System: (1S,2R)-(+)-1-amino-1-phenyl-2-propanol hydrochloride(133735-64-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 133735-64-5(Hazardous Substances Data)

133735-64-5 Usage

Uses

Used in Pharmaceutical Industry:
(1S,2R)-(+)-1-amino-1-phenyl-2-propanol hydrochloride is used as a chiral auxiliary in the synthesis of chiral pharmaceuticals and drug intermediates. Its ability to control stereochemistry is essential for producing enantiomerically pure compounds, which are vital for the development of effective and safe medications.
Used in Agrochemical Manufacturing:
In the agrochemical industry, (1S,2R)-(+)-1-amino-1-phenyl-2-propanol hydrochloride is utilized for the production of chiral agrochemicals. (1S,2R)-(+)-1-amino-1-phenyl-2-propanol hydrochloride aids in the synthesis of enantiomerically pure active ingredients, ensuring the effectiveness and selectivity of these products in agricultural applications.
Used in Fine Chemicals Production:
(1S,2R)-(+)-1-amino-1-phenyl-2-propanol hydrochloride is also employed in the manufacturing of other fine chemicals. Its role as a chiral auxiliary is crucial for the production of high-quality specialty chemicals that require precise stereochemical control.

Check Digit Verification of cas no

The CAS Registry Mumber 133735-64-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,3,7,3 and 5 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 133735-64:
(8*1)+(7*3)+(6*3)+(5*7)+(4*3)+(3*5)+(2*6)+(1*4)=125
125 % 10 = 5
So 133735-64-5 is a valid CAS Registry Number.

133735-64-5Relevant articles and documents

Kinetic Resolution of α-Hydroxy-Substituted Oxime Ethers by Enantioselective Cu?H-Catalyzed Si?O Coupling

Dong, Xichang,Kita, Yuji,Oestreich, Martin

, p. 10728 - 10731 (2018/08/17)

A catalyst-controlled enantioselective alcohol silylation by Cu?H-catalyzed dehydrogenative Si?O coupling of hydroxy groups α to an oxime ether and simple hydrosilanes is reported. The selectivity factors reached in this kinetic resolution are generally high (s≈50), and these reactions thereby provide reliable access to highly enantioenriched α-hydroxy-substituted oxime ethers. The synthetic usefulness of these compounds is also demonstrated.

A practical route to enantiopure 1,2-aminoalcohols

Chang, Han-Ting,Sharpless, K. Barry

, p. 3219 - 3222 (2007/10/03)

A series of enantiopure aminoalcohols were synthesized from the corresponding diols by activation of the diols as cyclic carbonates, azide opening of the carbonates, and hydrogenation of the resulting azidoalcohols. Factors affecting the azide opening of the carbonates, a simple workup procedure, and a large scale synthesis of (1R,2S)-(-)-2-amino-1,2-diphenylethanol are described.

Amino-Alcohols, I: A Method for the Synthesis of Enantiomerically Pure 1,2-Aminoalcohols with erythro-Configuration

Noe, Christian R.,Knollmueller, Max,Goestl, Georg,Gaertner, Peter

, p. 283 - 290 (2007/10/02)

The synthesis of both enantiomers of norephedrine and norisoephedrine is described to present a method for the preparation of enantiomerically pure branched 1,2-aminoalcohols.In a one pot reaction enantiomerically pure cyanohydrins bearing an acetal protective group are subjected to Grignard-reaction followed by addition of lithium aluminium hydride.After deprotection the target compounds are obtained.

Ueber die Stereoselektivitaet der 9,9'-Spirobifluoren-kronenaether gegenueber α-Aminoalkoholen

Prelog, Vladimir,Mutak, Stjepan

, p. 2274 - 2278 (2007/10/02)

Crown ethers I-VI were tested by partition experiments for their stereoselectivity towards α-amino alcohols 1-10.The stereoselectivity depends in a regular way on both the absolute and relative configuration of the crown ether and α-amino alcohol.Comments are made on some high stereoselectivities.

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