142855-80-9

Basic information

• Product Name: Z-DAP(FMOC)-OH
• Synonyms: RARECHEM EM WB 0115;NALPHA-Z-NBETA-FMOC-L-2,3-DIAMINOPROPIONIC ACID;N-ALPHA-Z-N-BETA-FMOC-L-DIAMINOPROPIONIC ACID;N-ALPHA-BENZYLOXYCARBONYL-N-BETA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-2,3-DIAMINOPROPIONIC ACID;N-ALPHA-CARBOBENZOXY-N-BETA-(9-FLOURENYLMETHOXYCARBONYL)-L-ALPHA, BETA-DIAMINOPROPIONIC ACID;N-ALPHA-CARBOBENZOXY-N-BETA-(9-FLUORENYLMETHOXYCARBONYL)-L-ALPHA-BETA-DIAMINOPROPIONIC ACID;Z-3-(FMOC-AMINO)-L-ALANINE;Z-DAP(FMOC)-OH
• CAS NO: 142855-80-9
• Molecular Formula: C₂₆H₂₄N₂O₆
• Molecular Weight: 460.48
• EINECS: 1533716-785-6
• Product Categories: Unusual Amino Acids;amino acids
• Mol File: 142855-80-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 722.985 °C at 760 mmHg
• Flash Point: 391.048 °C
• Appearance: White/Powder
• Density: 1.32 g/cm³
• Vapor Pressure: 6.13E-22mmHg at 25°C
• Refractive Index: 1.623
• Storage Temp.: Store at 0°C
• BRN: 6356947
• CAS DataBase Reference: Z-DAP(FMOC)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-DAP(FMOC)-OH(142855-80-9)
• EPA Substance Registry System: Z-DAP(FMOC)-OH(142855-80-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 142855-80-9(Hazardous Substances Data)

Usage

Uses

N-Benzyloxycarbonyl-3-(Fmoc-amino)-L-alanine is a useful intermediate for organic synthesis.

InChI:InChI=1/C26H24N2O6/c29-24(30)23(28-26(32)33-15-17-8-2-1-3-9-17)14-27-25(31)34-16-22-20-12-6-4-10-18(20)19-11-5-7-13-21(19)22/h1-13,22-23H,14-16H2,(H,27,31)(H,28,32)(H,29,30)/t23-/m0/s1

Upstream product

• 2304-96-3 N-benzyloxycarbonyl-L-asparagine 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 35761-26-3 (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoic acid 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 

Downstream Products

• 151132-67-1 N^α-Cbz-N^β-Fmoc-Apa-OTmse 
• 151132-73-9 Cbz-N^β-(bis-Bu^t-acetate)-Apa-OTmse 
• 151132-70-6 (S)-3-Amino-2-benzyloxycarbonylamino-propionic acid 2-trimethylsilanyl-ethyl ester 
• 403736-58-3 [2-benzyloxycarbonylamino-3-(3-methoxy-[1,2,4]thiadiazol-5-ylamino)-propionylamino]-acetic acid tert-butyl ester 
• 403736-54-9 N_α-carbobenzyloxy-2,3-diamino-L-propionylglycin tert-butyl ester 
• 403736-50-5 [2-benzyloxycarbonylamino-3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionylamino]-acetic acid tert-butyl ester 

Relevant articles and documents

BENZIMIDAZOLE COMPOUNDS THAT ARE VITRONECTIN RECEPTOR ANTAGONISTS

The present invention provides compounds having formula (I) wherein n, p, q and r are each independently selected from 0 or 1; a, b, c, and d each independently represents a carbon or nitrogen atom, with the proviso that no more than two of a, b, c, and d are nitrogen atoms; Y and Y' each independently represents 1-4 optional substituents selected from alkyl, alkoxy, halo, -CF3, and -C(O)OH; R, R, R and R are H or specified substituents; R, R, R, R, R, R, R and R are independently selected from H or C1-C3 alkyl; or a biolabile ester thereof, or a pharmaceutically acceptable salt thereof. Also provided are methods of using these compounds for treating vitronectin-mediated disorders, e.g., cancer, retinopathy, artherosclerosis, vascular restenosis, and osteoporosis.

Metal Chelating Amino Acids in the Design of Peptides and Proteins. Synthesis of Nα-Fmoc/But Protected Amino Acids Incorporating Aminodiacetic Acid Moiety.

The synthesis of Fmoc/But protected amino acid chelators 14, 15, 16 and 24 is described.With respect to their Boc/Bzl derivatives, the title compounds offer synthetic advantage: peptide Ac-Ada(1)-Ala3-Ada(1)-Ala4-Glu-Lys-NH2 was assembled by So