205445-51-8

Basic information

• Product Name: BOC-D-3,4-Difluorophe
• Synonyms: N-TERT-BUTOXYCARBONYL-D-3,4-DIFLUOROPHENYLALANINE;3,4-Difluoro-D-phenylalanine,N-BOCprotected;(R)-2-(tert-butoxycarbonylamino)-3-(3,4-difluorophenyl)propanoic acid;N-ALPHA-T-BUTYLOXYCARBONYL-D-3,4-DIFLUOROPHENYLALANINE;N-alpha-t-Butyloxycarbonyl-3,4-difluoro-D-phenylalanine;N-(tert-Butoxycarbonyl)-3,4-difluoro-D-phenylalanine;Boc-D-Phe(3,4-F2)-OH Boc-3,4-Difluoro-D-Phenylalanine;N-Boc-3,4-difluoro-D-phenylalanine Boc-D-Phe(3,4-F)-OH
• CAS NO: 205445-51-8
• Molecular Formula: C14H17F2NO4
• Molecular Weight: 301.29
• Product Categories: Amino Acids;Phenylalanine analogs and other aromatic alpha amino acids;chiral;Amino Acid Derivatives;Peptide
• Mol File: 205445-51-8.mol

Chemical Properties

• Melting Point: 98-110°C
• Boiling Point: 430.4 °C at 760 mmHg
• Flash Point: 214.1 °C
• Appearance: Off-white to white/Powder
• Density: 1.27 g/cm³
• Storage Temp.: Store at 0°C
• Solubility: soluble in Methanol
• PKA: 3.79±0.10(Predicted)
• BRN: 9210842
• CAS DataBase Reference: BOC-D-3,4-Difluorophe(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D-3,4-Difluorophe(205445-51-8)
• EPA Substance Registry System: BOC-D-3,4-Difluorophe(205445-51-8)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• Hazardous Substances Data: 205445-51-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
BOC-D-3,4-Difluorophe is used as a key intermediate in the discovery and synthesis of pyrrolopyrimidine inhibitors of Akt, which are potential antitumor agents. These inhibitors target the Akt protein, a serine/threonine kinase involved in cell survival, growth, and angiogenesis, and are being explored for their potential in treating various types of cancer.

Upstream product

• 176795-00-9 C₁₅H₁₉F₂NO₄ 
• 266360-51-4 2-acetylamino-3-(3,4-difluoro-phenyl)-propionic acid 
• 85118-01-0 alpha-bromo-3,4-difluorotoluene 
• 15017-45-5 2-Acetylamino-2-(3,4-difluorobenzyl)malonic acid diethyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 31105-90-5 (L)-2-amino-3-(3,4-difluorophenyl)propanoic acid 

Downstream Products

• 1416468-57-9 tert-butyl [(2R)-3-(3,4-difluorophenyl)-1-{4-[(4aS,8aR)-4-(3,4-dimethoxyphenyl)-1-oxo-4a,5,6,7,8,8a-hexahydrophthalazin-2(1H)-yl]piperidin-1-yl}-1-oxopropan-2-yl]carbamate 
• 1416468-34-2 (4aS,8aR)-2-{1-[(2R)-2-amino-3-(3,4-difluorophenyl)propanoyl]piperidin-4-yl}-4-(3,4-dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydrophthalazin-1(2H)-one hydrochloride 
• 1427310-92-6 C₂₁H₂₂BrF₂N₃O₄ 
• 1427311-02-1 C₂₄H₂₃F₂N₅O₃ 
• 1227360-82-8 C₁₉H₁₅F₂N₅O 
• 1194094-45-5 3-methyl-1H-pyrrole-2-carboxylic acid [(S)-1-[(6-amino-pyridin-3-ylmethyl)-carbamoyl]-2-(3,4-difluoro-phenyl)-ethyl]-amide trifluoroacetate 
• 1194096-49-5 (R)-1-methyl-pyrrolidine-2-carboxylic acid [(S)-1-[(6-amino-pyridin-3-ylmethyl)-carbamoyl]-2-(3,4-difluoro-phenyl)-ethyl]-amide 

Relevant articles and documents

Discovery of pyrrolopyrimidine inhibitors of Akt

The discovery and optimization of a series of pyrrolopyrimidine based protein kinase B (Pkb/Akt) inhibitors discovered via HTS and structure based drug design is reported. The compounds demonstrate potent inhibition of all three Akt isoforms and knockdown of phospho-PRAS40 levels in LNCaP cells and tumor xenografts.

Synthesis of a complete set of L-difluorophenylalanines, L-(F2)Phe, as molecular explorers for the CH/π interaction between peptide ligand and receptor

A complete set of difluorophenylalanines in the L-configuration [L- (F2)Phe] (namely, L-(2,3-F2)Phe, L-(2,4-F2)Phe, L-(2,5-F2)Phe, L-(2,6- F2)Phe, L-(3,4-F2)Phe, L-(3,5-F2)Phe) w