114873-05-1

Basic information

• Product Name: BOC-L-2-Methylphe
• Synonyms: RARECHEM BK PT 0056;(S)-2-TERT-BUTOXYCARBONYLAMINO-3-O-TOLYL-PROPIONIC ACID;tert-butoxycarbonyl-l-2-methylphenylalanine;N-ALPHA-T-BUTOXYCARBONYL-L-(2-METHYLPHENYL)ALANINE;BOC-2-METHYL-L-PHENYLALANINE;BOC-L-PHE(2-ME)-OH;BOC-O-ME-L-PHE-OH;BOC-L-2-METHYLPHE
• CAS NO: 114873-05-1
• Molecular Formula: C₁₅H₂₁NO₄
• Molecular Weight: 279.33
• Product Categories: Amino Acids;Phenylalanine analogs and other aromatic alpha amino acids;a-amino
• Mol File: 114873-05-1.mol

Chemical Properties

• Melting Point: 113°C
• Boiling Point: 442.5 °C at 760 mmHg
• Flash Point: 221.4 °C
• Appearance: /
• Density: 1.14 g/cm³
• Vapor Pressure: 1.31E-08mmHg at 25°C
• Refractive Index: 1.526
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.92±0.11(Predicted)
• BRN: 5381790
• CAS DataBase Reference: BOC-L-2-Methylphe(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-L-2-Methylphe(114873-05-1)
• EPA Substance Registry System: BOC-L-2-Methylphe(114873-05-1)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 114873-05-1(Hazardous Substances Data)

Usage

Chemical Properties

White powder

InChI:InChI=1/C15H21NO4/c1-10-7-5-6-8-11(10)9-12(13(17)18)16-14(19)20-15(2,3)4/h5-8,12H,9H2,1-4H3,(H,16,19)(H,17,18)/t12-/m1/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 80126-53-0 2'-methyl-(2S)-α-phenylalanine 

Downstream Products

• 943726-70-3 N^α-tert-butyloxycarbonyl-2'-methyl-L-phenylalanyl-L-phenylalanylamide 
• 603137-54-8 C₃₄H₄₈N₆O₇S₂ 
• 603137-80-0 C₄₅H₅₃N₇O₈S₃ 
• 1352542-95-0 C₃₁H₄₁N₅O₄S₂ 
• 943726-77-0 N^α-tert-butyloxycarbonyl-2',6'-dimethyl-L-tyrosyl-L-prolyl-2'-methyl-L-phenylalanyl-L-phenylalanylamide 
• 943726-76-9 N^α-tert-butyloxycarbonyl-L-tyrosyl-L-prolyl-2'-methyl-L-phenylalanyl-L-phenylalanylamide 

Relevant articles and documents

Bifunctional [2′,6′-dimethyl-L-tyrosine1] endomorphin-2 analogues substituted at position 3 with alkylated phenylalanine derivatives yield potent mixed μ-agonist/δ-antagonist and dual μ-agonist/δ-agonist opioid ligands

Endomorphin-2 (H-Tyr-Pro-Phe-Phe-NH2) and [Dmt1]EM-2 (Dmt = 2′,6′-dimethyl-L-tyrosine) analogues, containing alkylated Phe3 derivatives, 2′-monomethyl (2, 2′), 3′,5′- and 2′,6′-dimethyl (3, 3′, and 4′, respectively), 2′,4′,6′-trimethyl (6, 6′), 2′-ethyl-6′-methyl (7, 7′), and 2′-isopropyl-6′- methyl (8, 8′) groups or Dmt (5, 5′), had the following characteristics: (i) [Xaa3]EM-2 analogues exhibited improved μ- and δ-opioid receptor affinities. The latter, however, were inconsequential (Kiδ = 491-3451 nM). (ii) [Dmt 1,-Xaa3]EM-2 analogues enhanced μ- and δ-opioid receptor affinities (Kiμ = 0.069-0.32 nM; K iδ = 1.83-99.8 nM) without κ-opioid receptor interaction. (iii) There were elevated μ-bioactivity (IC50 = 0.12-14.4 nM) and abolished δ-agonism (IC50 > 10 μM in 2′, 3′, 4′, 5′, 6′), although 4′ and 6′ demonstrated a potent mixed μ-agonism/δ-antagonism (for 4′, IC50μ = 0.12 and pA2 = 8.15; for 6′, IC50μ = 0.21 nM and pA2 = 9.05) and 7′ was a dual μ-agonist/δ-agonist (IC50 μ = 0.17 nM; IC50δ = 0.51 nM).