An efficient and practical N-methylation of amino acid derivatives

被引:48
|
作者
Prashad, M [1 ]
Har, D [1 ]
Hu, B [1 ]
Kim, HY [1 ]
Repic, O [1 ]
Blacklock, TJ [1 ]
机构
[1] Novartis Inst Biomed Res, E Hanover, NJ 07936 USA
关键词
D O I
10.1021/ol0268440
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and practical N-methylation of amino acid derivatives with dimethyl sulfate in the presence of sodium hydride and a catalytic amount of water is described. Reaction of water with sodium hydride generated highly reactive dry sodium hydroxide, which led to much faster reaction rates than powdered sodium hydroxide itself.
引用
收藏
页码:125 / 128
页数:4
相关论文
共 50 条
  • [21] METHYLTETRAHYDROFOLIC ACID MEDIATES N-METHYLATION AND O-METHYLATION OF BIOGENIC-AMINES
    BANERJEE, SP
    SNYDER, SH
    SCIENCE, 1973, 182 (4107) : 74 - 75
  • [22] N-METHYLATION OF URIDYLIC ACID AND PREPARATION OF OLIGONUCLEOTIDES OF 3-METHYLURIDYLIC ACID
    SZER, W
    SHUGAR, D
    ACTA BIOCHIMICA POLONICA, 1960, 7 (04) : 458 - 471
  • [23] Efficient and Selective N-Methylation of Nitroarenes under Mild Reaction Conditions
    Pedrajas, Elena
    Sorribes, Ivan
    Guillamon, Eva
    Junge, Kathrin
    Beller, Matthias
    Llusar, Rosa
    CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (53) : 13205 - 13212
  • [24] N-METHYLATION OF SEROTONIN BY N-5-METHYLTETRAHYDROFOLIC ACID - CHEMICAL ARTIFACT
    NEETHLING, AC
    SHANLEY, BC
    CARSTENS, M
    SOUTH AFRICAN MEDICAL JOURNAL, 1976, 50 (26): : 1025 - 1025
  • [25] FORMIC-ACID REDUCTION .16. MECHANISM OF N-METHYLATION OF PARA-PHENYLENEDIAMINE DERIVATIVES WITH FORMATES
    SEKIYA, M
    TAKAYAMA, S
    SUZUKI, J
    SUZUKI, K
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1972, 20 (12) : 2669 - 2677
  • [26] N-METHYLATION OF N-ACYL OLIGOPEPTIDES
    DAS, BC
    GERO, SD
    LEDERER, E
    BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1967, 29 (02) : 211 - &
  • [27] RATES OF N-METHYLATION OF N-ARYLPYRAZOLES
    DEADY, LW
    MCLOUGHLIN, RG
    GRIMMETT, MR
    AUSTRALIAN JOURNAL OF CHEMISTRY, 1975, 28 (08) : 1861 - 1864
  • [28] N-METHYLATION OF ANILINE WITH METHANOL .1. N-METHYLATION OF ANILINE WITH METHANOL OVER MGO CATALYST
    TAKAMIYA, N
    KOINUMA, Y
    ANDO, K
    MURAI, S
    NIPPON KAGAKU KAISHI, 1979, (11) : 1453 - 1457
  • [29] A PRACTICAL SYNTHESIS OF N-HYDROXY-ALPHA-AMINO ACID-DERIVATIVES
    TIJHUIS, MW
    HERSCHEID, DM
    OTTENHEIJM, HCJ
    SYNTHESIS-STUTTGART, 1980, (11): : 890 - 893
  • [30] N-METHYLATION OF NICOTINE AND COTININE IN VIVO
    MCKENNIS, H
    BROWMAN, ER
    TURNBULL, LB
    JOURNAL OF BIOLOGICAL CHEMISTRY, 1963, 238 (02) : 719 - &