| 9-FLUORENYLMETHYL SUCCINIMIDYL CARBONATE | ||||
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PRODUCT IDENTIFICATION |
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| CAS NO. | 82911-69-1 |
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| EINECS NO. |
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| FORMULA | C19H15NO5 | |||
| MOL WT. | 337.33 | |||
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H.S. CODE |
2925.19 |
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TOXICITY |
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| DERIVATION |
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| SYNONYMS | 1-(9H-Fluorenylmethoxycarbonyloxy)-2,5-pyrrolidinedione; | |||
| N-(9-fluorenylmethoxycarbonyloxy)-succinimide; N-(9-Fluorenylmethyloxycarbonyl) oxysuccinimide; N-(9H-Fluoren-2-ylmethoxycarbonyloxy)succinimide; FMOC-ONSu; | ||||
| DERIVATION |
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CLASSIFICATION |
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PHYSICAL AND CHEMICAL PROPERTIES |
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| PHYSICAL STATE |
white to off-white powder | |||
| MELTING POINT | 145 - 151 C | |||
| BOILING POINT |
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| SPECIFIC GRAVITY | ||||
| SOLUBILITY IN WATER | Insoluble | |||
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| VAPOR DENSITY |
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AUTOIGNITION |
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NFPA RATINGS |
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REFRACTIVE INDEX |
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| FLASH POINT |
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| STABILITY |
Stable under ordinary conditions. Moisture sensitive. |
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GENERAL DESCRIPTION & APPLICATIONS |
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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/)
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| SALES SPECIFICATION | ||||
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APPEARANCE |
white to off-white powder |
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IDENTITY [IR[ |
pass |
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PURITY (HPLC) |
98.0% min |
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| MELTING POINT | 145 - 151 C | |||
| TRANSPORTATION | ||||
| PACKING | | |||
| HAZARD CLASS | ||||
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| OTHER INFORMATION | ||||
| Hazard Symbols: XI, Risk Phrases: 36/37/38, Safety Phrases: 24/25 | ||||
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PRICE |
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