9-FLUORENYLMETHYL SUCCINIMIDYL CARBONATE

PRODUCT IDENTIFICATION
CAS NO. 82911-69-1

9-FLUORENYLMETHYL SUCCINIMIDYL CARBONATE

EINECS NO.

 

FORMULA C19H15NO5
MOL WT. 337.33

H.S. CODE

2925.19

TOXICITY

  
DERIVATION

 
SYNONYMS 1-(9H-Fluorenylmethoxycarbonyloxy)-2,5-pyrrolidinedione;
N-(9-fluorenylmethoxycarbonyloxy)-succinimide; N-(9-Fluorenylmethyloxycarbonyl) oxysuccinimide; N-(9H-Fluoren-2-ylmethoxycarbonyloxy)succinimide; FMOC-ONSu;
DERIVATION

 

CLASSIFICATION

  

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE

white to off-white powder

MELTING POINT 145 - 151 C
BOILING POINT

 
SPECIFIC GRAVITY  
SOLUBILITY IN WATER Insoluble
pH  
VAPOR DENSITY

 

AUTOIGNITION

  

NFPA RATINGS

  

REFRACTIVE INDEX

 

FLASH POINT

 

STABILITY

Stable under ordinary conditions. Moisture sensitive.

GENERAL DESCRIPTION & APPLICATIONS
Amino acids bearing urethane-type protecting groups are commonly used in the selective preparation of N-(9-fluorenylmethoxycarbonyl) derivatives of hydroxy-amino acids. as they can be efficiently coupled without racemization. They are prepared by Schotten-Baumann reaction using alkoxycarbonyl chlorides except for N-tert-butoxycarbonylamino acids . An alternative reagent which does not require the presence of base is the carbonates containing a substituted phenolic group or succinimidyl group. Dipeptide formation is lower than with the chloroformate, Fmoc-Cl. It has been employed in the synthesis of glycopeptides.

Urethanes Protecting Groups: Urethanes find extensive use as protecting groups for amines. These protecting groups are easily formed (see below) and can be readily removed using the appropriate conditions. Several very popular urethane protecting groups have been developed that withstand a variety of harsh reaction conditions but are readily removed when subjected to mild acid, hydrogenolysis or mild basic media. The different cleavage conditions of the above urethane protecting groups has enabled so-called ¡®orthogonal¡¯ protection strategies to be developed that enable selective chemistries to be performed upon different amines present in the same molecule (http://users.ox.ac.uk/)

 

SALES SPECIFICATION

APPEARANCE

white to off-white powder

IDENTITY [IR[

pass

PURITY (HPLC)

98.0% min
MELTING POINT 145 - 151 C
TRANSPORTATION
PACKING
 
HAZARD CLASS  
UN NO.  
OTHER INFORMATION
Hazard Symbols: XI, Risk Phrases: 36/37/38, Safety Phrases: 24/25

PRICE INFORMATION