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A NOVEL SYNTHETIC ROUTE TO ENANTIOMERS OF EPSILON-HYDROXYNORLEUCINE AND EPSILON-CHLORONORLEUCINE FROM L-LYSINE AND D,L-LYSINE
被引:8
作者
:
BELYAEV, AA
论文数:
0
引用数:
0
h-index:
0
机构:
Institute of Fine Organic Synthesis, the Urals Division, Russian Academy of Sciences, 620219 Ekaterinburg, S.Kovalevskaya St.
BELYAEV, AA
机构
:
[1]
Institute of Fine Organic Synthesis, the Urals Division, Russian Academy of Sciences, 620219 Ekaterinburg, S.Kovalevskaya St.
来源
:
TETRAHEDRON LETTERS
|
1995年
/ 36卷
/ 03期
关键词
:
D O I
:
10.1016/0040-4039(94)02278-J
中图分类号
:
O62 [有机化学];
学科分类号
:
070303 ;
081704 ;
摘要
:
Thermal rearrangement of(S)- or (R)-hexahydro-1-nitroso-3-phthalinddo-2H-azepin-2-one to the corresponding lactone followed by nucleophilic ring opening of the latter gives epsilon-chloro- or epsilon-hydroxynorlencine.
引用
收藏
页码:439 / 440
页数:2
相关论文
共 13 条
[1]
SYNTHESIS OF N-BENZYLOXYCARBONYL-L-ALPHA-AMINOADIPIC ACID, ALPHA-BENZYL ESTER
BALDWIN, JE
论文数:
0
引用数:
0
h-index:
0
BALDWIN, JE
KILLIN, SJ
论文数:
0
引用数:
0
h-index:
0
KILLIN, SJ
ADLINGTON, RM
论文数:
0
引用数:
0
h-index:
0
ADLINGTON, RM
SPIEGEL, U
论文数:
0
引用数:
0
h-index:
0
SPIEGEL, U
[J].
TETRAHEDRON,
1988,
44
(09)
: 2633
-
2636
[2]
FROM AZIDO ACIDS TO MACROLACTAMS AND MACROLACTONES
BARTRA, M
论文数:
0
引用数:
0
h-index:
0
BARTRA, M
BOU, V
论文数:
0
引用数:
0
h-index:
0
BOU, V
GARCIA, J
论文数:
0
引用数:
0
h-index:
0
GARCIA, J
URPI, F
论文数:
0
引用数:
0
h-index:
0
URPI, F
VILARRASA, J
论文数:
0
引用数:
0
h-index:
0
VILARRASA, J
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1988,
(04)
: 270
-
272
[3]
BELYAEV AA, 1991, SYNTHESIS-STUTTGART, P417
[4]
BELYAEV AA, 1992, IZV AKAD NAUK K, P1692
[5]
CHOLECYSTOKININ (PANCREOZYMIN) .4. SYNTHESIS AND PROPERTIES OF A BIOLOGICALLY-ACTIVE ANALOG OF C-TERMINAL HEPTAPEPTIDE WITH EPSILON-HYDROXYNORLEUCINE SULFATE REPLACING TYROSINE SULFATE
BODANSZKY, M
论文数:
0
引用数:
0
h-index:
0
机构:
NIH,DIGEST DIS BRANCH,SECT GASTROENTEROL,BETHESDA,MD 20014
BODANSZKY, M
MARTINEZ, J
论文数:
0
引用数:
0
h-index:
0
机构:
NIH,DIGEST DIS BRANCH,SECT GASTROENTEROL,BETHESDA,MD 20014
MARTINEZ, J
PRIESTLEY, GP
论文数:
0
引用数:
0
h-index:
0
机构:
NIH,DIGEST DIS BRANCH,SECT GASTROENTEROL,BETHESDA,MD 20014
PRIESTLEY, GP
GARDNER, JD
论文数:
0
引用数:
0
h-index:
0
机构:
NIH,DIGEST DIS BRANCH,SECT GASTROENTEROL,BETHESDA,MD 20014
GARDNER, JD
MUTT, V
论文数:
0
引用数:
0
h-index:
0
机构:
NIH,DIGEST DIS BRANCH,SECT GASTROENTEROL,BETHESDA,MD 20014
MUTT, V
[J].
JOURNAL OF MEDICINAL CHEMISTRY,
1978,
21
(10)
: 1030
-
1035
[6]
ASYMMETRIC TRANSFORMATION OF ALPHA-AMINO-EPSILON-CAPROLACTAM, A LYSINE PRECURSOR
BOYLE, WJ
论文数:
0
引用数:
0
h-index:
0
机构:
Corporate Research Center, Allied Chemical Corporation, New Jersey 07960, Morristown
BOYLE, WJ
SIFNIADES, S
论文数:
0
引用数:
0
h-index:
0
机构:
Corporate Research Center, Allied Chemical Corporation, New Jersey 07960, Morristown
SIFNIADES, S
VANPEPPEN, JF
论文数:
0
引用数:
0
h-index:
0
机构:
Corporate Research Center, Allied Chemical Corporation, New Jersey 07960, Morristown
VANPEPPEN, JF
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1979,
44
(26)
: 4841
-
4847
[7]
SYNTHESIS AND SOME PHARMACOLOGICAL PROPERTIES OF 8-EPSILON-HYDROXYNORLEUCINE-VASOPRESSIN
DREYFUSS, P
论文数:
0
引用数:
0
h-index:
0
机构:
CASE WESTERN RESERVE UNIV,DEPT CHEM,CLEVELAND,OH 44106
CASE WESTERN RESERVE UNIV,DEPT CHEM,CLEVELAND,OH 44106
DREYFUSS, P
[J].
JOURNAL OF MEDICINAL CHEMISTRY,
1974,
17
(02)
: 252
-
254
[8]
HUISGEN R, 1952, LIEBIGS ANN CHEM, V575, P174
[9]
MICROBIAL IRON CHELATORS - TOTAL SYNTHESIS OF AEROBACTIN AND ITS CONSTITUENT AMINO-ACID, N6-ACETYL-N6-HYDROXYLYSINE
MAURER, PJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME, DEPT CHEM, NOTRE DAME, IN 46556 USA
UNIV NOTRE DAME, DEPT CHEM, NOTRE DAME, IN 46556 USA
MAURER, PJ
MILLER, MJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME, DEPT CHEM, NOTRE DAME, IN 46556 USA
UNIV NOTRE DAME, DEPT CHEM, NOTRE DAME, IN 46556 USA
MILLER, MJ
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1982,
104
(11)
: 3096
-
3101
[10]
TOTAL SYNTHESIS OF A MYCOBACTIN - MYCOBACTIN-S2
MAURER, PJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME, DEPT CHEM, NOTRE DAME, IN 46556 USA
UNIV NOTRE DAME, DEPT CHEM, NOTRE DAME, IN 46556 USA
MAURER, PJ
MILLER, MJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME, DEPT CHEM, NOTRE DAME, IN 46556 USA
UNIV NOTRE DAME, DEPT CHEM, NOTRE DAME, IN 46556 USA
MILLER, MJ
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1983,
105
(02)
: 240
-
245
←
1
2
→
共 13 条
[1]
SYNTHESIS OF N-BENZYLOXYCARBONYL-L-ALPHA-AMINOADIPIC ACID, ALPHA-BENZYL ESTER
BALDWIN, JE
论文数:
0
引用数:
0
h-index:
0
BALDWIN, JE
KILLIN, SJ
论文数:
0
引用数:
0
h-index:
0
KILLIN, SJ
ADLINGTON, RM
论文数:
0
引用数:
0
h-index:
0
ADLINGTON, RM
SPIEGEL, U
论文数:
0
引用数:
0
h-index:
0
SPIEGEL, U
[J].
TETRAHEDRON,
1988,
44
(09)
: 2633
-
2636
[2]
FROM AZIDO ACIDS TO MACROLACTAMS AND MACROLACTONES
BARTRA, M
论文数:
0
引用数:
0
h-index:
0
BARTRA, M
BOU, V
论文数:
0
引用数:
0
h-index:
0
BOU, V
GARCIA, J
论文数:
0
引用数:
0
h-index:
0
GARCIA, J
URPI, F
论文数:
0
引用数:
0
h-index:
0
URPI, F
VILARRASA, J
论文数:
0
引用数:
0
h-index:
0
VILARRASA, J
[J].
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS,
1988,
(04)
: 270
-
272
[3]
BELYAEV AA, 1991, SYNTHESIS-STUTTGART, P417
[4]
BELYAEV AA, 1992, IZV AKAD NAUK K, P1692
[5]
CHOLECYSTOKININ (PANCREOZYMIN) .4. SYNTHESIS AND PROPERTIES OF A BIOLOGICALLY-ACTIVE ANALOG OF C-TERMINAL HEPTAPEPTIDE WITH EPSILON-HYDROXYNORLEUCINE SULFATE REPLACING TYROSINE SULFATE
BODANSZKY, M
论文数:
0
引用数:
0
h-index:
0
机构:
NIH,DIGEST DIS BRANCH,SECT GASTROENTEROL,BETHESDA,MD 20014
BODANSZKY, M
MARTINEZ, J
论文数:
0
引用数:
0
h-index:
0
机构:
NIH,DIGEST DIS BRANCH,SECT GASTROENTEROL,BETHESDA,MD 20014
MARTINEZ, J
PRIESTLEY, GP
论文数:
0
引用数:
0
h-index:
0
机构:
NIH,DIGEST DIS BRANCH,SECT GASTROENTEROL,BETHESDA,MD 20014
PRIESTLEY, GP
GARDNER, JD
论文数:
0
引用数:
0
h-index:
0
机构:
NIH,DIGEST DIS BRANCH,SECT GASTROENTEROL,BETHESDA,MD 20014
GARDNER, JD
MUTT, V
论文数:
0
引用数:
0
h-index:
0
机构:
NIH,DIGEST DIS BRANCH,SECT GASTROENTEROL,BETHESDA,MD 20014
MUTT, V
[J].
JOURNAL OF MEDICINAL CHEMISTRY,
1978,
21
(10)
: 1030
-
1035
[6]
ASYMMETRIC TRANSFORMATION OF ALPHA-AMINO-EPSILON-CAPROLACTAM, A LYSINE PRECURSOR
BOYLE, WJ
论文数:
0
引用数:
0
h-index:
0
机构:
Corporate Research Center, Allied Chemical Corporation, New Jersey 07960, Morristown
BOYLE, WJ
SIFNIADES, S
论文数:
0
引用数:
0
h-index:
0
机构:
Corporate Research Center, Allied Chemical Corporation, New Jersey 07960, Morristown
SIFNIADES, S
VANPEPPEN, JF
论文数:
0
引用数:
0
h-index:
0
机构:
Corporate Research Center, Allied Chemical Corporation, New Jersey 07960, Morristown
VANPEPPEN, JF
[J].
JOURNAL OF ORGANIC CHEMISTRY,
1979,
44
(26)
: 4841
-
4847
[7]
SYNTHESIS AND SOME PHARMACOLOGICAL PROPERTIES OF 8-EPSILON-HYDROXYNORLEUCINE-VASOPRESSIN
DREYFUSS, P
论文数:
0
引用数:
0
h-index:
0
机构:
CASE WESTERN RESERVE UNIV,DEPT CHEM,CLEVELAND,OH 44106
CASE WESTERN RESERVE UNIV,DEPT CHEM,CLEVELAND,OH 44106
DREYFUSS, P
[J].
JOURNAL OF MEDICINAL CHEMISTRY,
1974,
17
(02)
: 252
-
254
[8]
HUISGEN R, 1952, LIEBIGS ANN CHEM, V575, P174
[9]
MICROBIAL IRON CHELATORS - TOTAL SYNTHESIS OF AEROBACTIN AND ITS CONSTITUENT AMINO-ACID, N6-ACETYL-N6-HYDROXYLYSINE
MAURER, PJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME, DEPT CHEM, NOTRE DAME, IN 46556 USA
UNIV NOTRE DAME, DEPT CHEM, NOTRE DAME, IN 46556 USA
MAURER, PJ
MILLER, MJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME, DEPT CHEM, NOTRE DAME, IN 46556 USA
UNIV NOTRE DAME, DEPT CHEM, NOTRE DAME, IN 46556 USA
MILLER, MJ
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1982,
104
(11)
: 3096
-
3101
[10]
TOTAL SYNTHESIS OF A MYCOBACTIN - MYCOBACTIN-S2
MAURER, PJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME, DEPT CHEM, NOTRE DAME, IN 46556 USA
UNIV NOTRE DAME, DEPT CHEM, NOTRE DAME, IN 46556 USA
MAURER, PJ
MILLER, MJ
论文数:
0
引用数:
0
h-index:
0
机构:
UNIV NOTRE DAME, DEPT CHEM, NOTRE DAME, IN 46556 USA
UNIV NOTRE DAME, DEPT CHEM, NOTRE DAME, IN 46556 USA
MILLER, MJ
[J].
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1983,
105
(02)
: 240
-
245
←
1
2
→