Home Amines 62023-62-5
62023-62-5,MFCD03788072
Catalog No.:AA00E8LI

62023-62-5 | (2S,3S)-3-Amino-2-hydroxy-4-phenylbutanoic acid

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5mg
≥ 99% (HPLC)
in stock  
$142.00   $100.00
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25mg
≥ 99% (HPLC)
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$259.00   $181.00
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100mg
95%
in stock  
$411.00   $288.00
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250mg
95%
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$610.00   $427.00
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1g
95%
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00E8LI
Chemical Name:
(2S,3S)-3-Amino-2-hydroxy-4-phenylbutanoic acid
CAS Number:
62023-62-5
Molecular Formula:
C10H13NO3
Molecular Weight:
195.2151
MDL Number:
MFCD03788072
SMILES:
N[C@H]([C@@H](C(=O)O)O)Cc1ccccc1
Properties
Computed Properties
 
Complexity:
190  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
14  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
4  
XLogP3:
-2  

Downstream Synthesis Route

[1]CurrentPatentAssignee:PFIZERINC-WO2005/54187,2005,A1Locationinpatent:Page/Pagecolumn78-79

[2]CurrentPatentAssignee:LONZAGROUPAG-WO2005/56542,2005,A1Locationinpatent:Page/Pagecolumn55-56

[3]CurrentPatentAssignee:PFIZERINC-US2005/171037,2005,A1Locationinpatent:Page/Pagecolumn14

[4]CurrentPatentAssignee:PFIZERINC-US2005/171038,2005,A1Locationinpatent:Page/Pagecolumn13

[5]CurrentPatentAssignee:PFIZERINC-US2004/204591,2004,A1

[6]CurrentPatentAssignee:PFIZERINC-US2005/124673,2005,A1Locationinpatent:Page/Pagecolumn27-28

[7]CurrentPatentAssignee:LONZAGROUPAG-WO2005/56542,2005,A1Locationinpatent:Page/Pagecolumn58-60

[8]CurrentPatentAssignee:PFIZERINC-US2005/171037,2005,A1Locationinpatent:Page/Pagecolumn16-17

[9]CurrentPatentAssignee:PFIZERINC-US2005/171038,2005,A1Locationinpatent:Page/Pagecolumn16

[1]CurrentPatentAssignee:PFIZERINC-US2005/124673,2005,A1Locationinpatent:Page/Pagecolumn30-31

[2]CurrentPatentAssignee:PFIZERINC-WO2005/54187,2005,A1Locationinpatent:Page/Pagecolumn79-80

Literature

Title: Investigation of α-phenylnorstatine and α-benzylnorstatine as transition state isostere motifs in the search for new BACE-1 inhibitors.

Journal: Bioorganic & medicinal chemistry 20110101

Title: Improvement of both plasmepsin inhibitory activity and antimalarial activity by 2-aminoethylamino substitution.

Journal: Bioorganic & medicinal chemistry letters 20100815

Title: Synthesis and biological evaluation of novel allophenylnorstatine-based HIV-1 protease inhibitors incorporating high affinity P2-ligands.

Journal: Bioorganic & medicinal chemistry letters 20100201

Title: Small-sized human immunodeficiency virus type-1 protease inhibitors containing allophenylnorstatine to explore the S2' pocket.

Journal: Journal of medicinal chemistry 20091210

Title: Antimalarial activity enhancement in hydroxymethylcarbonyl (HMC) isostere-based dipeptidomimetics targeting malarial aspartic protease plasmepsin.

Journal: Bioorganic & medicinal chemistry 20081201

Title: Combination of non-natural D-amino acid derivatives and allophenylnorstatine-dimethylthioproline scaffold in HIV protease inhibitors have high efficacy in mutant HIV.

Journal: Journal of medicinal chemistry 20080522

Title: Structure-activity relationships of novel HIV-1 protease inhibitors containing the 3-amino-2-chlorobenzoyl-allophenylnorstatine structure.

Journal: Bioorganic & medicinal chemistry 20080201

Title: Synthesis and antiviral property of allophenylnorstatine-based HIV protease inhibitors incorporating D-cysteine derivatives as P2/P3 moieties.

Journal: Bioorganic & medicinal chemistry letters 20070801

Title: Additional interaction of allophenylnorstatine-containing tripeptidomimetics with malarial aspartic protease plasmepsin II.

Journal: Bioorganic & medicinal chemistry letters 20070601

Title: Computational analysis of plasmepsin IV bound to an allophenylnorstatine inhibitor.

Journal: FEBS letters 20061030

Title: Structure of the aspartic protease plasmepsin 4 from the malarial parasite Plasmodium malariae bound to an allophenylnorstatine-based inhibitor.

Journal: Acta crystallographica. Section D, Biological crystallography 20060301

Title: Remarkable diastereomeric rearrangement of an alpha-acyloxy beta-ketosulfide to an alpha-acyloxy thioester: a novel approach to the synthesis of optically active (2S,3S) beta-amino alpha-hydroxy acids.

Journal: The Journal of organic chemistry 20050902

Title: A novel dipeptide-based HIV protease inhibitor containing allophenylnorstatine.

Journal: Archiv der Pharmazie 20041101

Title: A phenylnorstatine inhibitor binding to HIV-1 protease: geometry, protonation, and subsite-pocket interactions analyzed at atomic resolution.

Journal: Journal of medicinal chemistry 20040408

Title: KMI-358 and KMI-370, highly potent and small-sized BACE1 inhibitors containing phenylnorstatine.

Journal: Bioorganic & medicinal chemistry letters 20040322

Title: Structure-activity and structure-metabolism relationships of HIV protease inhibitors containing the 3-hydroxy-2-methylbenzoyl-allophenylnorstatine structure.

Journal: Bioorganic & medicinal chemistry 20040102

Title: Inhibitors of the Plasmodium falciparum parasite aspartic protease plasmepsin II as potential antimalarial agents.

Journal: Current medicinal chemistry 20030601

Title: Receptor-independent 4D-QSAR analysis of a set of norstatine derived inhibitors of HIV-1 protease.

Journal: Journal of chemical information and computer sciences 20030101

Title: Identification and characterization of allophenylnorstatine-based inhibitors of plasmepsin II, an antimalarial target.

Journal: Biochemistry 20020219

Title: Analysis of amide bond formation with an alpha-hydroxy-beta-amino acid derivative, 3-amino-2-hydroxy-4-phenylbutanoic acid, as an acyl component: byproduction of homobislactone.

Journal: The Journal of organic chemistry 20010810

Title: Structure-activity studies of FIV and HIV protease inhibitors containing allophenylnorstatine.

Journal: Bioorganic & medicinal chemistry 20010501

Title: Structure-activity relationship of small-sized HIV protease inhibitors containing allophenylnorstatine.

Journal: Journal of medicinal chemistry 19990520

Title: Structure-activity relationship of HIV-1 protease inhibitors containing AHPBA. Part III: Modification of P2 site.

Journal: Bioorganic & medicinal chemistry 19980501

Title: In vitro and ex vivo anti-human immunodeficiency virus (HIV) activities of a new water-soluble HIV protease inhibitor, R-87366, containing (2S,3S)-3-amino-2-hydroxy-4-phenylbutanoic acid.

Journal: Biological & pharmaceutical bulletin 19970201

Title: Structure-activity relationships of HIV-1 PR inhibitors containing AHPBA--II. Modification of pyrrolidine ring at P1' proline.

Journal: Bioorganic & medicinal chemistry 19960801

Title: Design and synthesis of substrate-based peptidomimetic human immunodeficiency virus protease inhibitors containing the hydroxymethylcarbonyl isostere.

Journal: Biopolymers 19960101

Title: In vitro anti-human immunodeficiency virus (HIV) activities of transition state mimetic HIV protease inhibitors containing allophenylnorstatine.

Journal: Antimicrobial agents and chemotherapy 19930401

Title: KNI-102, a novel tripeptide HIV protease inhibitor containing allophenylnorstatine as a transition-state mimic.

Journal: Chemical & pharmaceutical bulletin 19911101

Title: Substrate analog inhibitors of HIV-1 protease containing phenylnorstatine as a transition state element.

Journal: Biochemical and biophysical research communications 19911015

Title: Rational design and synthesis of a novel class of active site-targeted HIV protease inhibitors containing a hydroxymethylcarbonyl isostere. Use of phenylnorstatine or allophenylnorstatine as a transition-state mimic.

Journal: Chemical & pharmaceutical bulletin 19910901

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SDS
Tags:62023-62-5 Molecular Formula|62023-62-5 MDL|62023-62-5 SMILES|62023-62-5 (2S,3S)-3-Amino-2-hydroxy-4-phenylbutanoic acid