287381-46-8 Usage
Description
2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate is a chemical compound that contains a 2,7-di-tert-butyl-Fmoc protecting group (Fmoc = fluorenylmethoxycarbonyl). It is more soluble in organic solvents compared to its Fmoc analog and can be prepared from fluorene in three steps: di-tert-butylation, hydroxymethylation, and phosgenation.
Uses
Used in Peptide Synthesis:
2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate is used as a reagent in the preparation of polymer-supported (2,7-di-tert-butyl-9-fluorenyl)methyl succinimidyl carbonate (Dtb-Fmoc-P-OSu). This polymeric reagent is utilized for protecting amino groups during peptide synthesis, allowing for the selective deprotection and coupling of amino acids to form peptide bonds.
Used in Organic Chemistry:
In the field of organic chemistry, 2,7-di-tert-butyl-9-fluorenylmethyl chloroformate can be employed as a protecting group for amines and alcohols, enhancing the solubility of the protected species in organic solvents. This property makes it a valuable tool for various organic synthesis processes, including the synthesis of complex molecules and pharmaceutical compounds.
Check Digit Verification of cas no
The CAS Registry Mumber 287381-46-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,8,7,3,8 and 1 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 287381-46:
(8*2)+(7*8)+(6*7)+(5*3)+(4*8)+(3*1)+(2*4)+(1*6)=178
178 % 10 = 8
So 287381-46-8 is a valid CAS Registry Number.
InChI:InChI=1/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
287381-46-8Relevant articles and documents
2,7-Di-tert-butyl-Fmoc-P-OSu: a new polymer-supported reagent for the protection of the amino group.
Chinchilla, Rafael,Dodsworth, David J,Najera, Carmen,Soriano, Jose M
, p. 1817 - 1820 (2002)
The polymer-supported (2,7-di-tert-butyl-9-fluorenyl)methyl succinimidyl carbonate (Dtb-Fmoc-P-OSu), derived from (2,7-di-tert-butyl-9-fluorenyl)methyl chloroformate (Fmoc-Cl) and a polymeric N-hydroxysuccinimide (P-HOSu), has been used for the preparatio
Oligospiroketals as novel molecular rods
Wessig, Pablo,Moellnitz, Kristian,Eiserbeck, Christiane
, p. 4859 - 4872 (2008/02/03)
A modular approach for the synthesis of molecular rods based on oligospiroketals has been developed. The strategy relies on different terminal and intermediate segments, which are joined by ketal formation between ketones and diols. For this purpose it was necessary to develop a new ketalization method to circumvent some problems related with the established methods. The terminal segments are either derived from 4-piperidinone or from 4-oxocyclohexane carboxylic acid whereas the intermediate segments rest on pentaerythritol and cyclohexane-1,4-dione. A series of trispiro (14-18), hexaspiro (19) and nonaspiro (20) compounds have been prepared and characterized. From these we realized that it is imperative to use solubility enhancing groups if more than seven rings are joined.
