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Volumn 75, Issue 23, 2010, Pages 8117-8125

Kinetics and mechanism of N-Boc cleavage: Evidence of a second-order dependence upon acid concentration

Author keywords

[No Author keywords available]

Indexed keywords

ACID CONCENTRATIONS; BUTYL CARBAMATE; DEPROTECTION; KINETICS AND MECHANISM; METHANE SULFONIC ACID; PROTONATED; RATE OF REACTION; SECOND-ORDER DEPENDENCE; THIOESTERS; TRIFLUOROACETATES; TRIFLUOROACETIC ACIDS;

EID: 78650298804     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo101767h     Document Type: Article
Times cited : (31)

References (32)
  • 3
  • 11
    • 78650260740 scopus 로고    scopus 로고
    • The scheme depicts the isolated final product of the deprotection reaction. The actual product prior to the basic workup is expected to be the trication arising from the protonation of all of the basic sites (nitrogens) within the molecule
    • The scheme depicts the isolated final product of the deprotection reaction. The actual product prior to the basic workup is expected to be the trication arising from the protonation of all of the basic sites (nitrogens) within the molecule.
  • 16
    • 78650289320 scopus 로고    scopus 로고
    • See the Supporting Information for the derivation of eq 1
    • See the Supporting Information for the derivation of eq 1.
  • 17
    • 78650273933 scopus 로고    scopus 로고
    • Micromath Scientist, Version 2.0, from Micromath, St. Louis, Missouri. A sample model based on eq 1 for fitting three data sets simultaneously is given in the Supporting Information
    • Micromath Scientist, Version 2.0, from Micromath, St. Louis, Missouri. A sample model based on eq 1 for fitting three data sets simultaneously is given in the Supporting Information.
  • 20
    • 78650258512 scopus 로고    scopus 로고
    • See Figure S2 in the Supporting Information for the best-fit plots at 40 and 60 °C
    • See Figure S2 in the Supporting Information for the best-fit plots at 40 and 60 °C.
  • 21
    • 78650269861 scopus 로고    scopus 로고
    • See Figure S3 in the Supporting Information for a comparison of the best-fit plots for the MSA-mediated deprotection in IPA and 57% v/v toluene IPA
    • See Figure S3 in the Supporting Information for a comparison of the best-fit plots for the MSA-mediated deprotection in IPA and 57% v/v toluene IPA.
  • 24
    • 78650269115 scopus 로고    scopus 로고
    • The authors would like to acknowledge the referees' helpful suggestions with respect to this mechanism
    • The authors would like to acknowledge the referees' helpful suggestions with respect to this mechanism.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.