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(S)-3-(Boc-amino)-4-phenylbutyric acid is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 51871-62-6 Structure
  • Basic information

    1. Product Name: (S)-3-(Boc-amino)-4-phenylbutyric acid
    2. Synonyms: N-beta-(t-Butyloxycarbonyl)-L-Homophenylalanine;(.BETA.S)-.BETA.-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-BENZENEBUTANOIC ACID;Boc-b-HoPhe-OH;(S)-3-(Boc-amino)-4-phenylbutyric acid, Boc-L-β-homophenylalanine;Benzenebutanoic acid, b-[[(1,1-diMethylethoxy)carbonyl]aMino]-,(;(S)-3-(tert-butoxycarbonylaMino)-4-phenylbutanoic acid;(S)-3-(BOC-AMino)-4-phenylbutanoic acid;-Homophe-OH
    3. CAS NO:51871-62-6
    4. Molecular Formula: C15H21NO4
    5. Molecular Weight: 279.33
    6. EINECS: N/A
    7. Product Categories: Amino Acid Derivatives;Benzotriazoles ,Triazoles;β-Homo Amino Acids;Beta amino acids
    8. Mol File: 51871-62-6.mol
  • Chemical Properties

    1. Melting Point: 101-107 °C
    2. Boiling Point: 444.8°Cat760mmHg
    3. Flash Point: 222.8°C
    4. Appearance: /
    5. Density: 1.139
    6. Refractive Index: N/A
    7. Storage Temp.: Store at?0-5°C
    8. Solubility: soluble in Methanol
    9. PKA: 4.43±0.10(Predicted)
    10. BRN: 3060457
    11. CAS DataBase Reference: (S)-3-(Boc-amino)-4-phenylbutyric acid(CAS DataBase Reference)
    12. NIST Chemistry Reference: (S)-3-(Boc-amino)-4-phenylbutyric acid(51871-62-6)
    13. EPA Substance Registry System: (S)-3-(Boc-amino)-4-phenylbutyric acid(51871-62-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: 24/25
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 51871-62-6(Hazardous Substances Data)

51871-62-6 Usage

Chemical Properties

White to off-white powder

Check Digit Verification of cas no

The CAS Registry Mumber 51871-62-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,1,8,7 and 1 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 51871-62:
(7*5)+(6*1)+(5*8)+(4*7)+(3*1)+(2*6)+(1*2)=126
126 % 10 = 6
So 51871-62-6 is a valid CAS Registry Number.

51871-62-6 Well-known Company Product Price

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  • Alfa Aesar

  • (H52174)  (S)-3-(Boc-amino)-4-phenylbutyric acid, 95%   

  • 51871-62-6

  • 250mg

  • 882.0CNY

  • Detail
  • Alfa Aesar

  • (H52174)  (S)-3-(Boc-amino)-4-phenylbutyric acid, 95%   

  • 51871-62-6

  • 1g

  • 2822.0CNY

  • Detail
  • Aldrich

  • (14979)  Boc-β-Homophe-OH  ≥98.0% (TLC)

  • 51871-62-6

  • 14979-1G

  • 3,828.24CNY

  • Detail

51871-62-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name (S)-3-(Boc-Amino)-4-phenylbutyric acid

1.2 Other means of identification

Product number -
Other names (S)-3-(Boc-amino)-4-phenylbutyric acid

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:51871-62-6 SDS

51871-62-6Relevant articles and documents

Synthesis of enantiomerically pure δ-benzylproline derivatives

Rodríguez, Isabel,Calaza, M. Isabel,Jiménez, Ana I.,Cativiela, Carlos

, p. 3310 - 3318 (2015)

The (2S,5R) stereoisomer of 5-benzylproline, i.e. the l-proline analogue that bears a δ-benzyl substituent cis to the carbonyl function, has been prepared in enantiomerically pure form and excellent global yield. The procedure involves the construction of

Synthesis method of chiral N-Boc-3-amino-4-aryl-butyric acid

-

Paragraph 0032; 0033; 0034; 0035; 0036, (2017/08/28)

The invention relates to a synthesis method of chiral N-Boc-3-amino-4-aryl-butyric acid. The method is as below: 1, conducting a cross metathesis reaction, an asymmetric conjugate addition reaction and an oxidation reaction on starting materials including an allyl aromatic compound and crotonaldehyde by a continuous reaction one-pot method to synthesize an N-Boc-3-aryl methyl-5-oxo isoxazole intermediate; or conducting an asymmetric conjugate addition reaction and an oxidation reaction on a starting material (E)-4-aryl-2-crotonaldehyde by a continuous reaction one-pot method to synthesize an N-Boc-3-aryl methyl-5-oxo isoxazole intermediate; and 2, subjecting (3R)-N-Boc-3-aryl methyl-5-oxo isoxazole intermediate by high-pressure hydrogenation to directly prepare the chiral N-Boc-3-amino-4-aryl-butyric acid. The synthesis method provided by the invention has the advantages of simple operation, mild reaction conditions, target product yield reaching 60-69%, and ee value of the target product reaching as high as 96%. The synthetic route has industrialization prospect.

Protein-protein interface mimicry by an oxazoline piperidine-2,4-dione

Li, Xun,Taechalertpaisarn, Jaru,Xin, Dongyue,Burgess, Kevin

supporting information, p. 632 - 635 (2015/03/05)

Representative minimalist mimics 1 were prepared from amino acids. Scaffold 1 was not designed to mimic any particular secondary structure, but simulated accessible conformations of this material were compared with common ideal secondary structures and with >125000 different protein-protein interaction (PPI) interfaces. This data mining exercise indicates that scaffolds 1 can mimic features of sheet-turn-sheets, somewhat fewer helical motifs, and numerous PPI interface regions that do not resemble any particular secondary structure.

Antiplasmodial activity of new 4-aminoquinoline derivatives against chloroquine resistant strain

Sinha, Manish,Dola, Vasanth R.,Agarwal, Pooja,Srivastava, Kumkum,Haq, Wahajul,Puri, Sunil K.,Katti, Seturam B.

, p. 3573 - 3586 (2014/07/07)

Emergence and spread of multidrug resistant strains of Plasmodium falciparum has severely limited the antimalarial chemotherapeutic options. In order to overcome the obstacle, a set of new side-chain modified 4-aminoquinolines were synthesized and screened against chloroquine-sensitive (3D7) and chloroquine-resistant (K1) strains of P. falciparum. The key feature of the designed molecules is the use of methylpiperazine linked α, β3- and γ-amino acids to generate novel side chain modified 4-aminoquinoline analogues. Among the evaluated compounds, 20c and 30 were found more potent than CQ against K1 and displayed a four-fold and a three-fold higher activity respectively, with a good selectivity index (SI = 5846 and 11,350). All synthesized compounds had resistance index between 1.06 and >14.13 as against 47.2 for chloroquine. Biophysical studies suggested that this series of compounds act on heme polymerization target.

Continuous flow synthesis of β-amino acids from α-amino acids via Arndt-Eistert homologation

Pinho, Vagner D.,Gutmann, Bernhard,Kappe, C. Oliver

, p. 37419 - 37422 (2014/12/09)

A fully continuous four step process for the preparation of β-amino acids from their corresponding α-amino acids utilizing the Arndt-Eistert homologation approach is described. the Partner Organisations 2014.

A multifaceted secondary structure mimic based on piperidine-piperidinones

Xin, Dongyue,Perez, Lisa M.,Ioerger, Thomas R.,Burgess, Kevin

, p. 3594 - 3598 (2014/04/17)

Minimalist secondary structure mimics are typically made to resemble one interface in a protein-protein interaction (PPI), and thus perturb it. We recently proposed suitable chemotypes can be matched with interface regions directly, without regard for secondary structures. Here we describe a modular synthesis of a new chemotype 1, simulation of its solution-state conformational ensemble, and correlation of that with ideal secondary structures and real interface regions in PPIs. Scaffold 1 presents amino acid side-chains that are quite separated from each other, in orientations that closely resemble ideal sheet or helical structures, similar non-ideal structures at PPI interfaces, and regions of other PPI interfaces where the mimic conformation does not resemble any secondary structure. 68 different PPIs where conformations of 1 matched well were identified. A new method is also presented to determine the relevance of a minimalist mimic crystal structure to its solution conformations. Thus dld-1-faf crystallized in a conformation that is estimated to be 0.91 kcal-mol-1 above the minimum energy solution state. Do we know, when designing a new peptidomimetic scaffold like the one shown, how it can resemble secondary structures? Design and modular synthesis of this elongated mimic is reported, and the structure is related to ideal and real structures at PPI interfaces.

TAPP analogs containing β3-homo-amino acids: Synthesis and receptor binding

Podwysocka,Kosson,Lipkowski,Olma, Aleksandra

, p. 556 - 559 (2012/11/07)

β-Amino acids containing α,β-hybrid peptides show great potential as peptidomimetics. In this paper, we describe the synthesis and affinity to μ-opioid and δ-opioid receptors of α,β-hybrids, analogs of the tetrapeptide Tyr- d-Ala-Phe-Phe-NH2 (TAPP). Each amino acid was replaced with an l- or d-β3-h-amino acid. All α,β-hybrids of TAPP analogs were synthesized in solution and tested for affinity to μ-opioid and δ-opioid receptors. The analog Tyr-β3h- d-Ala-Phe-PheNH2 was found to be as active as the native tetrapeptide.

Chirality and template-mediated induction of helical preferences in achiral β-peptides

Sharma, Gangavaram V. M.,Kodeti, Srinivas Reddy,Dutta, Samit K.,Velaparthi, Subash,Narsimulu, Kongari,Anjaiah, Gonuguntla,Basha, Shaik Jeelani,Kunwar, Ajit C.

supporting information, p. 16046 - 16060 (2013/02/23)

This study describes chirality- or template-mediated helical induction in achiral β-peptides for the first time. A strategy of end capping β-peptides derived from β-hGly (the smallest achiral β-amino acid) with a chiral β-amino acid that possesses a carbo

Stabilization of β-hairpin structures via inter-strand π-π and hydrogen bond interactions in α-, β-, γ-hybrid peptides

Chakraborty, Tushar K.,Srinivasa Rao,Udaya Kiran,Jagadeesh

scheme or table, p. 4350 - 4353 (2009/10/26)

Synthesis and conformational studies of α-, β-, γ-hybrid peptides containing a pyrrole amino acid (Paa, 1) and a furan amino acid (Faa, 2), namely Boc-β-Phe-Faa-d-Pro-Gly-Paa-β-HGly-Faa-OMe (3) and Boc-Paa-β-Phe-Faa-d-Pro-Gly-Paa-β-HGly-Faa-OMe (4), were

General and practical conversion of aldehydes to homologated carboxylic acids

Cafiero, Lauren R.,Snowden, Timothy S.

supporting information; experimental part, p. 3853 - 3856 (2009/07/01)

(Chemical Equation Presented) The reaction of aldehydes with trichloromethide followed by sodium borohydride or sodium phenylseleno(triethyl) borate under basic conditions affords homologated carboxylic acids in high yields. This operationally simple procedure provides a practical, efficient alternative to other homologation protocols. The approach is compatible with sensitive aldehydes including enals and enolizable aldehydes. It also offers convenient access to α-monodeuterated carboxylic acids.

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