104091-08-9

Basic information

• Product Name: Fmoc-D-glutamic acid gamma-tert-butyl ester
• Synonyms: N-ALPHA-FMOC-D-GLUTAMIC ACID GAMMA-T-BUTYL ESTER;N-ALPHA-FMOC-D-GLUTAMIC ACID GAMMA-TERT-BUTYL ESTER;n-(9-fluorenylmethoxycarbonyl)-d-glutamic acid gamma-tert-butyl ester;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-D-GLUTAMIC ACID GAMMA-T-BUTYL ESTER;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-D-GLUTAMIC ACID GAMMA-T-BUTYL ESTER MONOHYDRATE;5-tert-Butyl N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-glutamate;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-glutamic Acid 5-tert-Butyl Ester Fmoc-D-Glu(OtBu)-OH 5-tert-Butyl N-Fmoc-D-glutamate;(R)-2-((((9H-fluoren-9-yl)Methoxy)carbonyl)aMino)-5-(tert-butoxy)-5-oxopentanoic acid
• CAS NO: 104091-08-9
• Molecular Formula: C₂₄H₂₇NO₆
• Molecular Weight: 425.47
• EINECS: 2017-001-1
• Product Categories: Fluorenes, Flurenones;Amino Acids;Glutamic acid [Glu, E];Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series
• Mol File: 104091-08-9.mol
• Article Data: 2

Chemical Properties

• Melting Point: 83-89 °C
• Boiling Point: 633.5 °C at 760 mmHg
• Flash Point: 336.9 °C
• Appearance: /Solid
• Density: 1.232 g/cm³
• Vapor Pressure: 6.39E-17mmHg at 25°C
• Refractive Index: 1.57
• Storage Temp.: 2-8°C
• PKA: 3.70±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: Fmoc-D-glutamic acid gamma-tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Fmoc-D-glutamic acid gamma-tert-butyl ester(104091-08-9)
• EPA Substance Registry System: Fmoc-D-glutamic acid gamma-tert-butyl ester(104091-08-9)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 104091-08-9(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

It is an important raw material and intermediate used in organic synthesis, agrochemicals and dyestuff.

InChI:InChI=1/C24H27NO6/c1-24(2,3)31-21(26)13-12-20(22(27)28)25-23(29)30-14-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,19-20H,12-14H2,1-3H3,(H,25,29)(H,27,28)/t20-/m1/s1

Upstream product

• 104091-10-3 (R)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanoic acid 
• 104091-09-0 N-Fmoc-D-glutamic acid 
• 104091-07-8 N-Fmoc-D-Glu α-benzyl, γ-tert-butyl ester 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 45125-00-6 (R)-2-amino-5-(tert-butoxy)-5-oxopentanoic acid 

Downstream Products

• 622841-11-6 Ac-Asp(O-tBu)-D-Glu(O-tBu)-Leu-Ile-Cha-OH 
• 104091-09-0 N-Fmoc-D-glutamic acid 
• 1513448-26-4 MA₀₂₆ 

Relevant articles and documents

Supported Catalytically Active Supramolecular Hydrogels for Continuous Flow Chemistry

Inspired by biology, one current goal in supramolecular chemistry is to control the emergence of new functionalities arising from the self-assembly of molecules. In particular, some peptides can self-assemble and generate exceptionally catalytically active fibrous networks able to underpin hydrogels. Unfortunately, the mechanical fragility of these materials is incompatible with process developments, relaying this exciting field to academic curiosity. Here, we show that this drawback can be circumvented by enzyme-assisted self-assembly of peptides initiated at the walls of a supporting porous material. We applied this strategy to grow an esterase-like catalytically active supramolecular hydrogel (CASH) in an open-cell polymer foam, filling the whole interior space. Our supported CASH material is highly efficient towards inactivated esters and enables the kinetic resolution of racemates. This hybrid material is robust enough to be used in continuous flow reactors, and is reusable and stable over months.