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Amination [Synthetic Reagents]

 The Gabriel reagent is widely used as a nucleophilic aminating agent since its reactivity is reliable and its handling is easy.1) A variety of aminating agents analogous to the Gabriel reagent have been reported.
The potassium salt of imide 1 reacts with alkyl halide to give imide 2. 2 is treated with base or acid to give either N-Boc-amine 3 or N-methoxycarbonylamine 4, respectively. Moreover, 1 also serves as an acid nucleophile in the Mitsunobu reaction to allow for the conversion of hydroxy groups to amino groups. Therefore, 1 is a useful reagent to give monoprotected amines.2)
 Fukuyama and co-workers have demonstrated various reactions using the N-substituted sulfonamide 5.3) Smooth reactions of 5 occur with alkyl halides under basic conditions and alcohols under Mitsunobu conditions to provide o-nitrobenzenesulfonyl (o-Ns) amines 6. The various o-Ns amines (Alloc, Boc, Cbz) 6 obtained from these reactions can be selectively deprotected, under the appropriate conditions, to afford the monoprotected amines 7 and 8. Furthermore, 7 can be converted to the primary amine in high yields via a second deprotection. 8 can be converted to the secondary amine in high yields by repeating the alkylation and deprotection process.4)
  On the other hand, acetoxime O-(2,4,6-trimethylphenyl)sulfonate 9 has been reported as a useful electrophilic aminating agent. 9 reacts with Grignard reagents in the presence of a catalytic amount of magnesium chloride to afford primary amines in good yields.5)
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Product Number I0510
CAS RN 66389-76-2
Purity / Analysis Method: >98.0%(GC)

Product Number I0497
CAS RN 51779-32-9
Purity / Analysis Method: >95.0%(GC)

Product Number P0403
CAS RN 1074-82-4
Purity / Analysis Method: >98.0%(T)

Product Number B1648
CAS RN 18303-04-3
Purity / Analysis Method: >98.0%(T)

Product Number B1734
CAS RN 85232-02-6
Purity / Analysis Method: >98.0%(HPLC)(N)

Product Number A1441
CAS RN 81549-07-7
Purity / Analysis Method: >98.0%(HPLC)

Product Number B2303
CAS RN 198572-71-3
Purity / Analysis Method: >98.0%(T)(HPLC)

Product Number B2857
CAS RN 619333-95-8
Purity / Analysis Method: >95.0%(HPLC)(N)

Product Number P1235
CAS RN 119812-51-0
Purity / Analysis Method: >98.0%(T)

Product Number A1137
CAS RN 584-13-4
Purity / Analysis Method: >98.0%(T)(HPLC)

Product Number C1757
CAS RN 245365-64-4
Purity / Analysis Method: >98.0%(T)(HPLC)

Product Number A1632
CAS RN 90916-29-3
Purity / Analysis Method: >98.0%(N)

Product Number:   I0510 | Purity / Analysis Method:   >98.0%(GC)

Product Number:   I0497 | Purity / Analysis Method:   >95.0%(GC)

Product Number:   P0403 | Purity / Analysis Method:   >98.0%(T)

Product Number:   B1648 | Purity / Analysis Method:   >98.0%(T)

Product Number:   B1734 | Purity / Analysis Method:   >98.0%(HPLC)(N)

Product Number:   A1441 | Purity / Analysis Method:   >98.0%(HPLC)

Product Number:   B2303 | Purity / Analysis Method:   >98.0%(T)(HPLC)

Product Number:   B2857 | Purity / Analysis Method:   >95.0%(HPLC)(N)

Product Number:   P1235 | Purity / Analysis Method:   >98.0%(T)

Product Number:   A1137 | Purity / Analysis Method:   >98.0%(T)(HPLC)

Product Number:   C1757 | Purity / Analysis Method:   >98.0%(T)(HPLC)

Product Number:   A1632 | Purity / Analysis Method:   >98.0%(N)

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