551007
2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate
97%
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About This Item
Linear Formula:
ClCOOCH2CH(C6H3C(CH3)3)2
CAS Number:
Molecular Weight:
370.91
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
InChI
1S/C23H27ClO2/c1-22(2,3)14-7-9-16-17-10-8-15(23(4,5)6)12-19(17)20(18(16)11-14)13-26-21(24)25/h7-12,20H,13H2,1-6H3
SMILES string
CC(C)(C)c1ccc-2c(c1)C(COC(Cl)=O)c3cc(ccc-23)C(C)(C)C
InChI key
PHUMWWRUIGKGNN-UHFFFAOYSA-N
assay
97%
mp
66-70 °C (lit.)
storage temp.
2-8°C
General description
2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate contains 2,7-di-tert-butyl-Fmoc protecting group (Fmoc= fluorenylmethoxycarbonyl), which is more soluble in organic solvents when compared to its Fmoc analog. It can be prepared from fluorene in three steps, by di-tert-butylation, hydroxymethylation and phosgenation.
Application
2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate may be used in the preparation of polymer-supported (2,7-di-tert-butyl-9-fluorenyl)methyl succinimidyl carbonate (Dtb-Fmoc-P-OSu), a polymeric reagent for protecting amino groups.
signalword
Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Regulatory Information
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2,7-Di-tert-butyl-Fmoc-P-OSu: A new polymer-Supported reagent for the protection of the amino group.
Chinchilla R, et al.
Bioorganic & Medicinal Chemistry Letters, 12(14), 1817-1820 (2002)
Fmoc: a more soluble analogue of the 9-fluorenylmethoxycarbonyl protecting group.
K D Stigers et al.
The Journal of organic chemistry, 65(12), 3858-3860 (2000-06-24)
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