A NEW METHOD FOR THE PREPARATION OF 3-NITRO-2-PYRIDINESULFENYL CHLORIDE AND ONE-POT SYNTHESES OF N(ALPHA)-TERT-BUTOXYCARBONYL-S-3-NITRO-2-PYRIDINESULFENYL DERIVATIVES OF CYSTEINE AND D-PENICILLAMINE

被引:0
作者
UEKI, M
HONDA, M
KAZAMA, Y
KATOH, T
机构
来源
SYNTHESIS-STUTTGART | 1994年 / 01期
关键词
CYSTEINE DERIVATIVE; 3-NITRO-2-PYRIDINESULFENYL GROUP; ONE-POT SYNTHESIS; D-PENICILLAMINE DERIVATIVE; THIOL PROTECTING GROUP;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
3-Nitro-2-pyridinesulfenyl chloride was prepared by the reaction of benzyl 3-nitro-2-pyridyl sulfides with sulfuryl chloride. One-pot syntheses of N(alpha)-tert-butoxycarbonyl-S-3-nitro-2-pyridinesulfenyl derivatives of cysteine and D-penicillamine were accomplished using 4-methoxybenzyl 3-nitro-2-pyridyl sulfide.
引用
收藏
页码:21 / 22
页数:2
相关论文
共 15 条
[1]   A NEW METHOD FOR THE PROTECTION OF THE SULFHYDRYL GROUP DURING PEPTIDE SYNTHESIS [J].
AKABORI, S ;
SAKAKIBARA, S ;
SHIMONISHI, Y ;
NOBUHARA, Y .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1964, 37 (03) :433-434
[2]   PEPTIDE-SYNTHESIS .2. PROCEDURES FOR SOLID-PHASE SYNTHESIS USING N-ALPHA-FLUORENYLMETHOXYCARBONYLAMINO-ACIDS ON POLYAMIDE SUPPORTS - SYNTHESIS OF SUBSTANCE-P AND OF ACYL CARRIER PROTEIN 65-74 DECAPEPTIDE [J].
ATHERTON, E ;
LOGAN, CJ ;
SHEPPARD, RC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (02) :538-546
[3]  
BERNATOWICZ MS, 1986, INT J PEPT PROT RES, V28, P107
[4]   9-FLUORENYLMETHOXYCARBONYL FUNCTION, A NEW BASE-SENSITIVE AMINO-PROTECTING GROUP [J].
CARPINO, LA ;
HAN, GY .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (19) :5748-&
[5]   DERIVATIVES OF SULFENIC ACIDS .43. CHLORINOLYSIS OF CERTAIN ARYL BENZYL SULFIDES AS A ROUTE TO SULFENYL CHLORIDES [J].
KHARASCH, N ;
LANGFORD, RB .
JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (07) :1903-&
[6]  
KHARASCH N, 1973, ORG SYNTH, V5, P474
[7]   3-NITRO-2-PYRIDINESULFENYL GROUP FOR PROTECTION AND ACTIVATION OF THE THIOL FUNCTION OF CYSTEINE [J].
MATSUEDA, R ;
KIMURA, T ;
KAISER, ET ;
MATSUEDA, GR .
CHEMISTRY LETTERS, 1981, (06) :737-740
[8]   STABLE PYRIDINESULFENYL HALIDE [J].
MATSUEDA, R ;
AIBA, K .
CHEMISTRY LETTERS, 1978, (09) :951-952
[9]   ACTIVATION OF CONVENTIONAL S-PROTECTING GROUPS OF CYSTEINE BY CONVERSION INTO THE 3-NITRO-2-PYRIDINESULFENYL (NPYS) GROUP [J].
MATSUEDA, R ;
HIGASHIDA, S ;
RIDGE, RJ ;
MATSUEDA, GR .
CHEMISTRY LETTERS, 1982, (06) :921-924
[10]  
PLOUX O, 1987, INT J PEPT PROT RES, V29, P162