ChemicalBook--->CAS DataBase List--->71989-18-9

71989-18-9

71989-18-9 Structure

71989-18-9 Structure
IdentificationMore
[Name]

Fmoc-L-glutamic acid 5-tert-butyl ester
[CAS]

71989-18-9
[Synonyms]

5-tert-Butyl N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-aminoglutarate
9-FLUORENYLMETHOXYCARBONYL-L-GLUTAMIC ACID GAMMA-T-BUTYL ESTER
FMOC-GLU(OBUT)-OH
FMOC-GLU-OTBU
FMOC-GLU(OTBU)-OH
FMOC-L-GLU(O T-BU)
FMOC-L-GLU(OTBU)-OH
FMOC-L-GLU(O-T-BUTYL)
FMOC-L-GLUTAMIC ACID 5-TERT-BUTYL ESTER
FMOC-L-GLUTAMIC ACID GAMMA-T-BUTYL ESTER
FMOC-L-GLUTAMIC ACID GAMMA-TERT-BUTYL ESTER
FMOC-L-GLUTAMIC ACID G-T-BUTYL ESTER
FMOC-L-GLUTAMIC ACID (OTBU)
FMOC-L-GLUTAMIC ACID(O-T-BUTYL)
FMOC-L-GLU(TBU)-OH
N-9-FLUORENYLMETHYLOXYCARBONYL-L-GLUTAMIC ACID GAMMA-T-BUTYL ESTER
N-9-FLUORENYLMETHYLOXYCARBONYL-L-GLUTAMIC ACID GAMMA-TERT-BUTYL ESTER
N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-GAMMA-T-BUTYL-L-GLUTAMIC ACID
N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-GLUTAMIC-ACID-GAMMA-T-BUTYL ESTER
N-ALPHA-FMOC-L-GLUTAMIC ACID GAMMA-T-BUTYL ESTER
[EINECS(EC#)]

276-253-8
[Molecular Formula]

C24H27NO6
[MDL Number]

MFCD00037135
[Molecular Weight]

425.47
[MOL File]

71989-18-9.mol
Chemical PropertiesBack Directory
[Melting point ]

83-90 °C
[alpha ]

-4.5 º (c=1, 80% acetic acid)
[Boiling point ]

633.5±55.0 °C(Predicted)
[density ]

1.232±0.06 g/cm3(Predicted)
[refractive index ]

-4 ° (C=1, 80% AcOH)
[storage temp. ]

2-8°C
[solubility ]

soluble in Methanol
[form ]

powder to crystal
[pka]

3.70±0.10(Predicted)
[color ]

White to Almost white
[optical activity]

[α]20/D 5.0±2.0°, c = 1% in acetic acid: water (4:1)
[Detection Methods]

T,NMR,HPLC,Rotation
[BRN ]

3636375
[InChIKey]

OTKXCALUHMPIGM-FQEVSTJZSA-N
[SMILES]

C(O)(=O)[C@H](CCC(OC(C)(C)C)=O)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
[CAS DataBase Reference]

71989-18-9(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[WGK Germany ]

3
[HS Code ]

29242990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Fluorene-->L-Glutamic acid 5-tert-butyl ester-->9-FLUORENYLMETHYL PENTAFLUOROPHENYL CARBONATE-->N-(9-Fluorenylmethoxycarbonyloxy)succinimide
[Preparation Products]

Fmoc-L-Glutamic acid 1-tert-butyl ester-->Fmoc-Glu-OMe-->Fmoc-L-beta-homoglutamic acid 6-tert-butyl ester-->L-Glutamic acid, 5-(1,1-dimethylethyl) 1-(2-propen-1-yl) ester-->FMOC-GLU(OBUT)-NH2
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Fmoc-Glu(OtBu)-OH(71989-18-9).msds
Hazard InformationBack Directory
[Description]

Fmoc-L-glutamic acid 5-tert-butyl ester is a Fmoc derivative with an N-substituted tertbutyl ester molecule. It is white or gray-white solid crystals at room temperature and pressure, poor solubility in water and insoluble in petroleum ether, but soluble in ethyl acetate, acetic acid and N,N-dimethylformamide.
[Chemical Properties]

White powder
[Uses]

Fmoc-Glu(OtBu)-OH (Fmoc-L-glutamic acid 5-tert-butyl ester) can be employed as a:
  • Ligand in the synthesis of cis-substituted cyclopropane carboxylic acids via C-H activation of cyclopropane carboxamides using Pd catalyst.
  • Linker in the preparation of multi-small molecule-conjugated PTX (paclitaxel) derivatives.

It can be also used as a building block in the preparation of stapled α-helical peptides , and peptide C-terminal thioesters .
[General Description]

The product number for this product was previously 04-12-1020.

To obtain a certificate of analysis (CoA) of a lot that begins with the letter “A”, please select the option in the right hand menu “Request a COA for Lot#s starting with A”.
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

71989-18-9(sigmaaldrich)
[TCI AMERICA]

5-tert-Butyl N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-glutamate  Hydrate,>98.0%(LC)(T)(71989-18-9)
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