5115-65-1

Basic information

• Product Name: PHT-DL-VAL-OH
• Synonyms: 3-Methyl-2-(phthalimido)butanoic acid;2-(1,3-dioxo-2-isoindolinyl)-3-methylbutanoic acid;2-(1,3-dioxoisoindolin-2-yl)-3-methyl-butanoic acid;2-Isoindolineacetic acid, 1;N-Phthaloyl-L-valine;Phthaloyl-DL-Valine≥ 98% (Assay);IFLAB-BB F0827-0161;2-(1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-3-METHYL-BUTYRIC ACID
• CAS NO: 5115-65-1
• Molecular Formula: C₁₃H₁₃NO₄
• Molecular Weight: 247.25
• Mol File: 5115-65-1.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• Density: 1.353
• CAS DataBase Reference: PHT-DL-VAL-OH(CAS DataBase Reference)
• NIST Chemistry Reference: PHT-DL-VAL-OH(5115-65-1)
• EPA Substance Registry System: PHT-DL-VAL-OH(5115-65-1)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 5115-65-1(Hazardous Substances Data)

Usage

Chemical Properties

White solid powder

Uses

2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)-3-methylbutanoic acid is used as a reactant in the preparation of p-?spiro diaminodioxaphosphonium barfates.

InChI:InChI=1/C13H13NO4/c1-7(2)10(13(17)18)14-11(15)8-5-3-4-6-9(8)12(14)16/h3-7,10H,1-2H3,(H,17,18)

Upstream product

• 22509-74-6 N-ethoxycarbonylphthalimide 
• 516-06-3 D,L-valine 
• 85-44-9 phthalic anhydride 
• 1242459-41-1 C₁₉H₂₉NO₄Si₂ 
• 640-68-6 D-Val-OH 
• 5115-65-1 N-phthaloyl-DL-valine 

Downstream Products

• 5115-63-9 N-(2-carboxy-benzoyl)-D-valine 
• 5115-63-9 N-(2-carboxy-benzoyl)-DL-valine 
• 153668-12-3 methyl 3-methyl-2-phthalimidobutyrate 
• 5699-54-7 (R)-3-amino-4-methylpentanoic acid 
• 777904-56-0 4-methyl-3-phthalimido-pentanoic acid 
• 72342-64-4 Methyl-β-phthalimido-γ-methylvalerat 
• 5115-65-1 (R)-N-phthaloylvaline 
• 6306-54-3 N-phthaloyl L-valine 

Relevant articles and documents

Palladium-Catalyzed Decarbonylation of Amino Acid Derivatives via C-C Bond and C-N Bond Dual Activations

A unique decarbonylation of an amino acid derivative catalytic system has been established via palladium-catalyzed C-C bond and C-N bond dual activations. By employing 8-aminoquinoline as the directing group, this transformation has been found to facilitate the high chemoselectivity to decarbonylation of amino acid derivatives rather than intramolecular deamination or cross-dehydrogenative coupling reactions. This method provides a straightforward avenue for constructing diverse functionalized amide compounds in good to excellent yields. We proposed a possible reaction pathway that may go through the C-C bond and C-N bond dual activations on the basis of the mechanistic studies.

Tetrasubstituted Furans by Nucleophile-Induced Cleavage of Carbonyl Ylide-DMAD Cycloadducts

Compounds incorporating a 4-aza-8-oxabicyclo[3.2.1]oct-6-en-2-one moiety, which were prepared by a tandem carbenoid carbonyl ylide cyclization/[3+2]-cycloaddition reaction from ethyl 2-diazo-3-oxo-4-phthalimidobutanoates, undergo a nucleophile-induced two-bond ring cleavage when treated with protic heteronucleophiles. In this manner, tetrasubstituted furantricarboxylates, tethered with α-amino acids, esters, thioesters, and amides by a 2-carbonylphenyl moiety, are obtained.

Synthesis of Quaternary α-Fluorinated α-Amino Acid Derivatives via Coordinating Cu(II) Catalytic α-C(sp3)-H Direct Fluorination

A coordinating, copper-catalyzed direct α-C(sp3)-H fluorination method has been developed to prepare vital quaternary α-fluorinated α-amino acid derivatives. A Cu(II) catalytic SET oxidative addition mechanism is proposed, involving a key fluoride-coupled Cu(II) charge transfer complex. The protocol can tolerate a rich variety of α-amino acids, for which the auxiliary group is removed in high yield and substituted for the direct preparation of dipeptide derivatives with detachable, single absolute configurations of the target compounds.