3674-18-8

Basic information

• Product Name: BOC-D-PHE-OSU
• Synonyms: N-ALPHA-T-BOC-D-PHENYLALANINE N-HYDROXYSUCCINIMIDE ESTER;BOC-D-PHG-OSU;BOC-D-PHE-OSU;BOC-D-PHENYLALANINE HYDROXYSUCCINIMIDE ESTER;BOC-D-PHENYLALANINE-OSU;BOC-D-PHENYLALANINE N-HYDROSUCCINIMIDE ESTER;BOC-D-PHENYLALANINE N-HYDROXYSUCCINIMIDE ESTER;BOC-D-PHENYLGLYCINE HYDROXY-SUCCINIMIDE ESTER
• CAS NO: 3674-18-8
• Molecular Formula: C₁₈H₂₂N₂O₆
• Molecular Weight: 362.38
• Product Categories: Amino Acid Derivatives;Amino Acids;Boc-Amino Acids and Derivative;Amino Acid
• Mol File: 3674-18-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 149-153 °C
• Appearance: /
• Density: 1.28±0.1 g/cm3 (20 ºC 760 Torr)
• Refractive Index: 1.561
• Storage Temp.: −20°C
• PKA: 10.76±0.46(Predicted)
• CAS DataBase Reference: BOC-D-PHE-OSU(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-D-PHE-OSU(3674-18-8)
• EPA Substance Registry System: BOC-D-PHE-OSU(3674-18-8)

Safety Data

• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 3674-18-8(Hazardous Substances Data)

Usage

Chemical Properties

White powder

InChI:InChI=1/C18H22N2O6/c1-18(2,3)25-17(24)19-13(11-12-7-5-4-6-8-12)16(23)26-20-14(21)9-10-15(20)22/h4-8,13H,9-11H2,1-3H3,(H,19,24)/t13-/m1/s1

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 18942-49-9 Boc-D-Phe-OH 
• 4530-18-1 N-(tert-butoxycarbonyl)-L-phenylalanine 
• 96935-01-2 Isopropenyl Succinimido Carbonate 

Downstream Products

• 23828-13-9 (S)-2-[(S)-2-(2-Benzyloxycarbonylamino-acetylamino)-3-phenyl-propionylamino]-3-hydroxy-propionic acid 
• 138772-67-5 N-t-BOC-D-Phe-L-phenylalaninol 
• 138772-66-4 N-t-BOC-D-Phe-D-phenylalaninol 
• 92693-20-4 (3S,4S)-4-{(S)-2-[(3S,4S)-4-((R)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-hydroxy-6-methyl-heptanoylamino]-propionylamino}-3-hydroxy-6-methyl-heptanoic acid methyl ester 
• 91297-93-7 Boc-D-Phe-Val-Sta-Ala-Sta-OCH₃ 
• 91291-39-3 Boc-D-Phe-Phe-Sta-Ala-Sta-OCH₃ 
• 102845-78-3 Boc-D-Phe-D-Pro-OBzl 
• 102918-56-9 Boc-Val-Orn(Z)-Leu-D-Phe-D-Pro-OH 
• 102859-50-7 Boc-Val-Orn(Z)-Leu-D-Phe-D-Pro-OSu 
• 102845-79-4 Boc-D-Phe-D-Pro-OH 
• 1166835-61-5 N-(N-tert-butoxycarbonyl-D-phenylalanyl)-5-aminolaevulinic acid methyl ester 
• 923601-68-7 (R)-dimethylsulfoxonium 2-oxo-3-(tert-butoxycarbonylamino)-4-phenylbutylide 

Relevant articles and documents

The Cooperative Effect of Both Molecular and Supramolecular Chirality on Cell Adhesion

Although helical nanofibrous structures have great influence on cell adhesion, the role played by chiral molecules in these structures on cells behavior has usually been ignored. The chirality of helical nanofibers is inverted by the odd–even effect of methylene units from homochiral l-phenylalanine derivative during assembly. An increase in cell adhesion on left-handed nanofibers and weak influence of cell behaviors on right-handed nanofibers are observed, even though both were derived from l-phenylalanine derivatives. Weak and negative influences on cell behavior was also observed for left- and right-handed nanofibers derived from d-phenylalanine, respectively. The effect on cell adhesion of single chiral molecules and helical nanofibers may be mutually offset.

LE CHLOROFORMIATE D'ISOPROPENYLE (IPCF) EN CHIMIE DES AMINO-ACIDES ET DES PEPTIDES - III SYNTHESE D'ESTERS ACTIFS D'AMINO ACIDES N-PROTEGES

Isopropenyl chloroformate (IPCF) was used for preparation of mixed carbonates (Aryl and isopropenyl) which are very suitable reagents for active ester synthesis of amino acid derivatives (Boc derivatives in particular).