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Z-D-HOMOPHE-OH, also known as (3S,4S)-4-hydroxy-3-methyl-L-phenylalanine, is a non-natural amino acid derivative with a unique structure. It is characterized by the presence of a hydroxyl group and a methyl group on the carbon backbone, which distinguishes it from its natural counterparts. This structural feature endows Z-D-HOMOPHE-OH with specific properties that make it a valuable compound in various applications.

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  • 138812-70-1 Structure
  • Basic information

    1. Product Name: Z-D-HOMOPHE-OH
    2. Synonyms: CBZ-D-HOMOPHENYL-ALA;CBZ-(R)-2-AMINO-4-PHENYLBUTYRIC ACID;DECALCIFYING SOLUTION A;Z-D-HOMOPHENYLALANINE;Z-D-HOMOPHE-OH;Z-D-HOPHE-OH;Z-D-HPH-OH;(R)-2-(Z-AMINO)-4-PHENYL-BUTYRIC ACID
    3. CAS NO:138812-70-1
    4. Molecular Formula: C18H19NO4
    5. Molecular Weight: 313.35
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 138812-70-1.mol
    9. Article Data: 7
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: Store at RT.
    8. Solubility: N/A
    9. CAS DataBase Reference: Z-D-HOMOPHE-OH(CAS DataBase Reference)
    10. NIST Chemistry Reference: Z-D-HOMOPHE-OH(138812-70-1)
    11. EPA Substance Registry System: Z-D-HOMOPHE-OH(138812-70-1)
  • 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: 138812-70-1(Hazardous Substances Data)

138812-70-1 Usage

Uses

Used in Pharmaceutical Industry:
Z-D-HOMOPHE-OH is used as a key intermediate in the synthesis of rapamycin-peptide hybrid molecules. These hybrid molecules serve as macrocyclic immunosuppressants, which are crucial in the treatment of autoimmune diseases and prevention of organ transplant rejection. The unique structure of Z-D-HOMOPHE-OH allows for the development of novel immunosuppressants with improved efficacy and reduced side effects.

Check Digit Verification of cas no

The CAS Registry Mumber 138812-70-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,8,8,1 and 2 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 138812-70:
(8*1)+(7*3)+(6*8)+(5*8)+(4*1)+(3*2)+(2*7)+(1*0)=141
141 % 10 = 1
So 138812-70-1 is a valid CAS Registry Number.

138812-70-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (2R)-4-phenyl-2-(phenylmethoxycarbonylamino)butanoic acid

1.2 Other means of identification

Product number -
Other names (S)-2-Benzyloxycarbonylamino-4-phenyl-buttersaeure

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:138812-70-1 SDS

138812-70-1Downstream Products

138812-70-1Relevant articles and documents

Development of novel dipeptide-like rhodesain inhibitors containing the 3-bromoisoxazoline warhead in a constrained conformation

Ettari, Roberta,Pinto, Andrea,Previti, Santo,Tamborini, Lucia,Angelo, Ilenia C.,La Pietra, Valeria,Marinelli, Luciana,Novellino, Ettore,Schirmeister, Tanja,Zappalà, Maria,Grasso, Silvana,De Micheli, Carlo,Conti, Paola

, p. 7053 - 7060 (2015/11/11)

Novel dipeptide-like rhodesain inhibitors containing the 3-bromoisoxazoline warhead in a constrained conformation were developed; some of them possess Ki values in the micromolar range. We studied the structure-activity relationship of these derivatives and we performed docking studies, which allowed us to find out the key interactions established by the inhibitors with the target enzyme. Biological results indicate that the nature of the P2 and P3 substituents and their binding to the S2/S3 pockets is strictly interdependent.

COMPOUNDS AND COMPOSITIONS AS CHANNEL ACTlVATING PROTEASE INHIBITORS

-

Page/Page column 24-25, (2008/12/08)

The invention provides compounds and pharmaceutical compositions thereof, which are useful for modulating channel activating proteases, and methods for, using such compounds to treat, ameliorate or prevent a condition associated with a channel activating protease, including but not limited to prostasin, PRSS22, TMPRSS11 (e.g., TMPRSS11B, TMPRSS11E), TMPRSS2, TMPRSS3, TMPRSS4 (MTSP-2), matriptase (MTSP-1), CAP2, CAP3, trypsin, cathepsin A, or neutrophil elastase.

Compounds and Compositions as Channel Activating Protease Inhibitors

-

Page/Page column 15; 26; 97-98, (2008/06/13)

The invention provides compounds and pharmaceutical compositions thereof, which are useful for modulating channel activating proteases, and methods for, using such compounds to treat, ameliorate or prevent a condition associated with a channel activating protease, including but not limited to prostasin, PRSS22, TMPRSS11 (e.g., TMPRSS11B, TMPRSS11E), TMPRSS2, TMPRSS3, TMPRSS4 (MTSP-2), matriptase (MTSP-1), CAP2, CAP3, trypsin, cathepsin A, or neutrophil elastase.

Enantiomerically pure α-amino acid synthesis via hydroboration - Suzuki cross-coupling

Collier, Philip N.,Campbell, Andrew D.,Patel, Ian,Raynham, Tony M.,Taylor, Richard J. K.

, p. 1802 - 1815 (2007/10/03)

The Garner aldehyde-derived methylene alkene 5 and the corresponding benzyloxycarbonyl compound 25 undergo hydroboration with 9-BBN-H followed by palladium-catalyzed Suzuki coupling reactions with aryl and vinyl halides. After one-pot hydrolysis -oxidation, a range of known and novel nonproteinogenic amino acids were isolated as their N-protected derivatives. These novel organoborane homoalanine anion equivalents are generated and transformed under mild conditions and with wide functional group tolerance: electron-rich and -poor aromatic iodides and bromides (and a vinyl bromide) all undergo efficient Suzuki coupling. The extension of this methodology to prepare meso-DAP, R,R-DAP, and R,R-DAS is also described.

Novel stereoselective syntheses of the fused benzazepine dopamine D1 antagonist (6as,13br)-11-chloro-6,6a,7,8,9,13b-hexahydro-7-methyl-5h-benzo[d]naphth[2,1-b] azepin-12-ol (sch 39166): 2. l-homophenylalanine-based syntheses

Draper, Richard W.,Hou, Donald

, p. 186 - 193 (2013/09/08)

Two enantioselective syntheses of the fused benzazepine dopamine D1 antagonist (6aS,13bR)-11-chloro-6,6a,7,8,9,13b-hexahydro-7-methyl-5H-benzo[d]naphth[2,1-b] azepin-12-ol (1) are described in which the starting material is (+)-L-homophenylalan

Poststatin, a new inhibitor of prolyl endopeptidase. V. Endopeptidase inhibitory activity of poststatin analogues

Tsuda, Makoto,Muraoka, Yasuhiko,Nagai, Machiko,Aoyagi, Takaaki,Takeuchi, Tomio

, p. 890 - 899 (2007/10/03)

Thirty analogues of poststatin were synthesized, and their inhibitory activities against prolyl endopeptidase, human leukocyte elastase and cathepsin B were measured. The α-ketone was essential and the S configuration was preferable to the R configuration in the β-substituted-β-amino-α-oxopropionic acid moiety of poststatin analogues for endopeptidase inhibitory activity. The analogue in which the D-leucine residue of poststatin was replaced by L-leucine showed strong inhibitory activity to cathepsin B. Introduction of an aromatic group into the P4 position and proline into the P2 position increased inhibitory activity to elastase. Benzyloxycarbonyl-L-homophenylalanyl-(RS)-3-amino-2-oxovaleryl-D- leucyl-L-valine was about 6 times more active to prolyl endopeptidase than natural poststatin.

Porcine Pancreatic Lipase Catalyzed Enantioselective Hydrolysis of Esters of N-Protected Unusual Amino Acids

Miyazawa, Toshifumi,Iwanaga, Hitoshi,Ueji, Shinichi,Yamada,Takashi,Kuwata, Shigeru

, p. 2219 - 2222 (2007/10/02)

Porcine pancreatic lipase catalyzed the highly enantioselective hydrolysis of a kind of α-substituted carboxylic esters, i.e., the 2,2,2-trifluoroethyl esters of the N-benzyloxycarbonyl derivatives of unusual amino acids.

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