3403-25-6

Basic information

• Product Name: H-D-PHE-OTBU HCL
• Synonyms: H-D-PHE-OBUT HCL;H-D-PHE-OTBU HCL;D-PHENYLALANINE T-BUTYL ESTER HYDROCHLORIDE;D-PHENYLALANINE T-BUTYL ESTER HYDROCHLORIDE SALT;D-Phenylalanine t-butyl ester hydrochlorid;H-D-Phe-OtBu.HCI;R-tert-Butyl 2-amino-3-phenylpropanoate hydrochloride ,98%;(R)-Phenylalanine tert-butyl ester hydrochloride
• CAS NO: 3403-25-6
• Molecular Formula: C₁₃H₁₉NO₂*ClH
• Molecular Weight: 257.76
• Product Categories: Amino Acids;Amino Acids and Derivatives;Amino Acid Derivatives
• Mol File: 3403-25-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 208-211℃
• Boiling Point: 336.9 °C at 760 mmHg
• Flash Point: 157.6 °C
• Appearance: /Solid
• Vapor Pressure: 7.76E-05mmHg at 25°C
• Storage Temp.: 0-6°C
• Water Solubility: Soluble in water.
• CAS DataBase Reference: H-D-PHE-OTBU HCL(CAS DataBase Reference)
• NIST Chemistry Reference: H-D-PHE-OTBU HCL(3403-25-6)
• EPA Substance Registry System: H-D-PHE-OTBU HCL(3403-25-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 3403-25-6(Hazardous Substances Data)

Usage

Description

H-D-PHE-OTBU HCL, also known as D-Phenylalanine tert-butyl ester, is a protected form of D-Phenylalanine (P319410). It is an essential amino acid that plays a crucial role in the biosynthesis of catecholamines in the body. Additionally, it is known to antagonize stress-induced analgesia in humans and acts as an anti-enkephalinase agent. H-D-PHE-OTBU HCL is a white powder in its chemical form.

Uses

Used in Pharmaceutical Industry:
H-D-PHE-OTBU HCL is used as a precursor for the biosynthesis of catecholamines, which are essential for various physiological functions in the human body. Its role in the production of these neurotransmitters makes it a valuable compound in the development of medications targeting neurological and psychiatric disorders.
Used in Stress Management Applications:
H-D-PHE-OTBU HCL is used as an antagonist for stress-induced analgesia in humans. This application is particularly relevant in the development of treatments for stress-related conditions, as it may help to alleviate the negative effects of stress on the body and mind.
Used in Enzyme Inhibition:
As an anti-enkephalinase agent, H-D-PHE-OTBU HCL is used to inhibit the activity of enkephalinase enzymes. This application is significant in the development of therapies for pain management, as it can potentially enhance the body's natural pain-relieving mechanisms.
Used in Chemical Synthesis:
H-D-PHE-OTBU HCL, being a protected form of D-Phenylalanine, is used as an intermediate in the synthesis of various chemical compounds. Its versatility as a building block makes it valuable in the creation of new molecules with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.

InChI:InChI=1/C13H19NO2.ClH/c1-13(2,3)16-12(15)11(14)9-10-7-5-4-6-8-10;/h4-8,11H,9,14H2,1-3H3;1H/t11-;/m1./s1

Upstream product

• 673-06-3 D-(R)-phenylalanine 
• 115-11-7 isobutene 
• 226900-30-7 tert-butyl 2-((diphenylmethylene)amino)-3-phenylpropanoate 
• 75898-47-4 phenylalanine tert-butyl ester hydrochloride 

Downstream Products

• 1033845-66-7 C₄₁H₄₃F₂N₃O₈S 
• 130316-54-0 (4R)-benzyl 3-aza-4-(tert-butoxycarbonyl)-2-methyl-5-phenylpentanoate 
• 104944-20-9 Z-S-Leu-R-Phe-OtBu 
• 1583245-31-1 C₁₅H₂₀ClNO₃ 

Relevant articles and documents

A Simple Chiral Cu(II) Complex as an Effective Phase-Transfer Catalyst for the Enantioselective Alkylation of Dissymmetric Glycinate Ketimines

Catalytic asymmetric benzylation of a dissymmetric tert-butylglycinate ketimine, incorporating 1-naphthyl and phenyl groups as the Schiff base substituents, under phase-transfer conditions was investigated. It was interesting to note that the sense of asymmetric induction of the alkylation of Z-imine stereoisomer is opposite to that of the corresponding E stereoisomer with a similar degree of enantioselectivity. More interestingly, the chiral Cu(II) complex of the Schiff base derived from (R)-2-phenylglycinol and 2-hydroxy-1-naphthaldehyde was found to catalyze the same reaction under solid-liquid conditions with comparable enantioselectivity (up to 60% ee) with respect to known cinchona alkaloid catalysts. The solvent/base-system parameter was shown to control the optimal catalytic activity. Chirality 27:944-950, 2015.

Synthesis and enzymatic activation of N-[Nα-(4-amino-4-deoxypteroyl)-Nδ- hemiphthaloyl-L-ornithiny]-L-phenylalanine, a candidate for Antibody-Directed Enzyme Prodrug Therapy (ADEPT)

N-[Nα-(4-Amino-4-deoxypteroyl)-Nδ- hemiphthaloyl-L-ornithinyl]-L-phenylalanine (1), a carboxypeptidase A (CPA) cleavable prodrug was synthesized for use in an antibody directed strategy to improve the therapeutic selectivity of Nsup

STUDIES ON AMINO ACIDS AND PEPTIDES X. HPLC-MEDIATED TEST OF 2,4-BIS(4-METHOXYPHENYL)-1,3,2,4-DITHIADIPHOSPHETANE 2,4-DISULFIDE (LAWESSONS'S REAGENT) AS A RACEMIZATIONFREE COUPLING REAGENT IN PEPTIDE SYNTHESIS

The easily available 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide (Lawesson's Reagent), 1, has been tested as a coupling reagent for racemization in peptide synthesis.The assay procedure is separation of stereomeric products by HPLC.Z-S-Pro-S-Val-S-Pro-OtBu and Z-S-Leu-S-Phe-S-Val-OtBu have been used as test peptides in 2+1 segment couplings, and only a small amount of epimerization (0.5 and 0.1percent, respectively) has been observed.