58632-95-4 Usage
Uses
Widely used for protection of amino groups in peptide synthesis and multi-step organic synthesis of small molecules.
Synthesis Reference(s)
Organic Syntheses, Coll. Vol. 6, p. 199, 1988Tetrahedron Letters, 16, p. 4393, 1975 DOI: 10.1016/S0040-4039(00)91133-X
Purification Methods
Triturate the solid with 90% aqueous MeOH, filter, wash with 90% aqueous MeOH and dry it in a vacuum. Recrystallise it from MeOH (needles or plates), but use warm MeOH and cool to crystallise; do not boil as it decomposes slowly. IR has max 1785 (C=O) cm-1 and NMR (CDCl3) usually shows two tert-butyl singlets for syn and anti isomers. Store it in a brown bottle (fridge). It evolves CO2 at room temperature (stoppered bottle can explode!), but can be stored over silica gel which may extend its useful life to more than a year. [Itoh et al. Org Synth 59 95 1980.]
Check Digit Verification of cas no
The CAS Registry Mumber 58632-95-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,8,6,3 and 2 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 58632-95:
(7*5)+(6*8)+(5*6)+(4*3)+(3*2)+(2*9)+(1*5)=154
154 % 10 = 4
So 58632-95-4 is a valid CAS Registry Number.
InChI:InChI=1/C13H14N2O3/c1-13(2,3)17-12(16)18-15-11(9-14)10-7-5-4-6-8-10/h4-8H,1-3H3/b15-11-
58632-95-4Relevant articles and documents
Carbonic acid esters, and the preparation thereof and their use
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, (2008/06/13)
Carbonic acid esters of the formula substituent(s) substituents(s) wherein R'1 is lower alkyl which may have substituent)s) selected from the group of halogen, lower alkoxy and aryloxy, or ar(lower)-alkyl which may have substituents)s) selected from the group of lower alkoxy, halogen, nitro and cyano, and R'2 is benzotriazolyl which may have halogen; or a group represented by the formula: STR1 wherein Y' and Z' are each cyano, nitro, carbamoyl, esterified carboxy, lower alkanoyl, aroyl or disubstituted carbamoyl; provided that when R'2 is a group represented by the formula: STR2 wherein Y' and Z' are each cyano, nitro, carbamoyl or esterified carboxy, R'1 is ar(lower) alkyl having substituent(s) selected from the group of lower alkoxy, halogen, nitro and cyano. A process for the protection of amino and/or imino groups in compounds containing them by reacting them with the aforementioned esters is also disclosed.
