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19144-86-6

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19144-86-6 Usage

Chemical Properties

Off-white crystalline powder

Check Digit Verification of cas no

The CAS Registry Mumber 19144-86-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,1,4 and 4 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 19144-86:
(7*1)+(6*9)+(5*1)+(4*4)+(3*4)+(2*8)+(1*6)=116
116 % 10 = 6
So 19144-86-6 is a valid CAS Registry Number.
InChI:InChI=1/C10H13NO/c1-8(11-9(2)12)10-6-4-3-5-7-10/h3-8H,1-2H3,(H,11,12)/t8-/m0/s1

19144-86-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name (S)-(-)-N-ACETYL-1-METHYLBENZYLAMINE

1.2 Other means of identification

Product number -
Other names Benzoyl-L-phenylalaninol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:19144-86-6 SDS

19144-86-6Relevant articles and documents

Solvent-induced chirality control in the enantioseparation of 1-phenylethylamine via diastereomeric salt formation

Kodama, Koichi,Kimura, Yuria,Shitara, Hiroaki,Yasutake, Mikio,Sakurai, Rumiko,Hirose, Takuji

, p. 326 - 332 (2011)

Solvent-induced chirality control in the enantioseparation of 1-phenylethylamine 1 by N-(p-toluenesulfonyl)-(S)-phenylalanine 2 via diastereomeric salt formation was studied. (S)-·(S)-2 was preferentially crystallized as a less-soluble salt from aqueous a

Ph-tetrame-bithienine, the first member of the class of chiral heterophosphepines: Synthesis, electronic and steric properties, metal complexes and catalytic activity

Vaghi, Luca,Benincori, Tiziana,Cirilli, Roberto,Alberico, Elisabetta,Mussini, Patrizia Romana,Pierini, Marco,Pilati, Tullio,Rizzo, Simona,Sannicolo, Francesco

, p. 8174 - 8184 (2013)

Unknown 1H-2,7-dihydro-1-phenylphosphepine, containing a 2,2,5,5-tetramethyl-3,3-bithiophene atropisomeric scaffold (Ph-tetraMe- Bithienine), and its oxide have been synthesized and structurally characterized by single-crystal X-ray diffraction analysis.

Unprecedented, fully recyclable, solid-supported reagent for the kinetic resolution of racemic amines through enantioselective N-acetylation

Arseniyadis, Stellios,Subhash, Pithani V.,Valleix, Alain,Wagner, Alain,Mioskowski, Charles

, p. 3310 - 3312 (2005)

The high-yielding synthesis and application of the first polymer supported reagent for the kinetic resolution (KR) of amines through enantioselective acetylation is described; this new supported chiral reagent allows the KR of primary amines with excellent selectivities at room temperature; moreover, this supported approach is highly efficient as the Merrifield-supported chiral scaffold can be quantitatively recovered and recycled. The Royal Society of Chemistry 2005.

A new benchmark for the non-enzymatic enantioselective acylation of amines: Use of a planar-chiral derivative of 4-pyrrolidinopyridine as the acylating agent

Ie, Yutaka,Fu, Gregory C.

, p. 119 - 120 (2000)

N-Acetylated Ph-PPY*, a new planar-chiral derivative of PPY, serves as an effective reagent for the enantioselective acylation of racemic amines, providing amides with very good stereoselectivity.

Rhodium-catalyzed asymmetric olefin hydrogenation by easily accessible aniline- and pyridine-derived chiral phosphites

Vallianatou, Kalliopi A.,Frank, Dominik J.,Antonopoulou, Georgia,Georgakopoulos, Spyros,Siapi, Eleni,Zervou, Maria,Kostas, Ioannis D.

, p. 397 - 401 (2013)

An aniline- and two pyridine-derived (R)-BINOL-based P,N-containing phosphite ligands have been synthesized via a one-pot procedure. Treatment of the aniline-derived ligand with 1 equiv of [Rh(COD)2]BF4 yielded a mixture of a P,N-che

Asymmetric Induction via Co-ordination to Cr(CO)3; Nucleophilic Attack on Acyclic Carbenium Ions

Top, Siden,Jaouen, Gerard,McGlinchey, Michael J.

, p. 1110 - 1112 (1980)

Temporary complexation of (S)-(-)-1-phenylethanol by the Cr(CO)3 moiety allows the use of carbenium ions to bring about asymmetric transformations with a high degree of retention of configuration, even in open-chain compounds.

-

Tsuchihashi,G. et al.

, p. 3389 - 3392 (1973)

-

Potential application of native lipases in the resolution of (RS)-phenylethylamine

Pilissa?o, Cristiane,De O. Carvalho, Patri?cia,Da G. Nascimento, Maria

, p. 973 - 977 (2010)

The performance of two native lipases (lipase from Aspergillus niger and Rhizoupus oligosporus) in the resolution of (RS)-phenylethylamine (1), varying the temperature, acyl donor type (ethyl acetate, vinyl acetate, iso-propenyl acetate and acetic anhydride) and organic medium, was studied. The effect of the nature of the anion using native A. niger lipase in n-heptane with a series of imidazolium-based ILs [BMIm][X], where X = BF4, PF6, SCN and Cl, was also evaluated. Using the lipase from A. niger, the R-2b amide was obtained with conversions from 6 to > 99percent and E-values from 2 to > 200, with n-heptane or n-hexane. This lipase showed better E-values in a two-phase system using n-heptane and [BMIm][PF6] or [BMIm][BF4] 9:1 (v/v), obtaining values of 9 and 7, respectively, when vinyl acetate was used as the acyl donor, compared to the use of pure n-heptane (E = 2). The series for the anions in terms of decreasing performance was as follows: PF 6->BF4-> SCN-> Cl-.

Synthesis and crystal structure of enantiomeric N-(dimethylfluorosilylmethyl) and N-(dimethylchlorosilylmethyl)-[N-( S) -1-phenylethyl ] acetamides

Baukov, Yuri I.,Ovchinnikov, Yuri E.,Shipov, Aleksandr G.,Kramarova, Evgeniya P.,Negrebetsky, Vadim V.,Struchkov, Yuri T.

, p. 399 - 403 (1997)

Synthesis of the first optically active compounds containing asymmetric carbon and pentacoordinated silicon has been carried out. The enantiomeric (O-Si)-chelate N-(dimethylhalogenosilylmethyl) acetamides, MeC(O)N(CH(Ph)Me)CH2SiMe2X

Enantioconvergent Cu-Catalyzed Radical C-N Coupling of Racemic Secondary Alkyl Halides to Access α-Chiral Primary Amines

Cheng, Jiang-Tao,Dong, Xiao-Yang,Gu, Qiang-Shuai,Li, Zhong-Liang,Liu, Juan,Liu, Xin-Yuan,Luan, Cheng,Wang, Fu-Li,Wang, Li-Lei,Yang, Ning-Yuan,Zhang, Yu-Feng

supporting information, p. 15413 - 15419 (2021/09/30)

α-Chiral alkyl primary amines are virtually universal synthetic precursors for all other α-chiral N-containing compounds ubiquitous in biological, pharmaceutical, and material sciences. The enantioselective amination of common alkyl halides with ammonia is appealing for potential rapid access to α-chiral primary amines, but has hitherto remained rare due to the multifaceted difficulties in using ammonia and the underdeveloped C(sp3)-N coupling. Here we demonstrate sulfoximines as excellent ammonia surrogates for enantioconvergent radical C-N coupling with diverse racemic secondary alkyl halides (>60 examples) by copper catalysis under mild thermal conditions. The reaction efficiently provides highly enantioenrichedN-alkyl sulfoximines (up to 99% yield and >99% ee) featuring secondary benzyl, propargyl, α-carbonyl alkyl, and α-cyano alkyl stereocenters. In addition, we have converted the masked α-chiral primary amines thus obtained to various synthetic building blocks, ligands, and drugs possessing α-chiral N-functionalities, such as carbamate, carboxylamide, secondary and tertiary amine, and oxazoline, with commonly seen α-substitution patterns. These results shine light on the potential of enantioconvergent radical cross-coupling as a general chiral carbon-heteroatom formation strategy.

Chiral ferrocene phosphine-indole aminophosphine ligand as well as preparation method and application thereof

-

Paragraph 0048-0049, (2021/05/22)

The invention discloses a chiral ferrocene phosphine-indole aminophosphine ligand as well as a preparation method and application thereof. The preparation method comprises the following steps: dissolving a chiral ferrocene phosphine-indole intermediate in

Environmentally benign decarboxylative: N-, O-, and S-Acetylations and acylations

Ghosh, Santanu,Purkait, Anisha,Jana, Chandan K.

supporting information, p. 8721 - 8727 (2020/12/30)

An operationally simple and general method for acetylation and acylation of a wide variety of substrates (amines, alcohols, phenols, thiols, and hydrazones) has been reported. Meldrum's acid and its derivatives have been used as an air-stable, non-volatile, cost-effective, and easy to handle acetylating/acylating agent. Easily separable byproducts (CO2 and acetone) allowed the isolation of analytically pure acetylated products without the requirement of work-up and any chromatography. This journal is

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