NOVEL SYNTHESIS OF 19-NOR-VITAMIN-D COMPOUNDS

被引:104
作者
PERLMAN, KL
SWENSON, RE
PAAREN, HE
SCHNOES, HK
DELUCA, HF
机构
[1] UNIV WISCONSIN,COLL AGR & LIFE SCI,DEPT BIOCHEM,MADISON,WI 53706
[2] TETRIONICS,MADISON,WI 53711
关键词
D O I
10.1016/0040-4039(91)80559-O
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1-alpha, 25-Dihydroxy-19-nor-vitamin D3 was prepared efficiently in a convergent synthesis starting with (-)-quinic acid and a ketone of the Windaus-Grundmann type.
引用
收藏
页码:7663 / 7666
页数:4
相关论文
共 16 条
[1]   DIFFERENTIATION OF MOUSE MYELOID-LEUKEMIA CELLS INDUCED BY 1-ALPHA,25-DIHYDROXYVITAMIN-D3 [J].
ABE, E ;
MIYAURA, C ;
SAKAGAMI, H ;
TAKEDA, M ;
KONNO, K ;
YAMAZAKI, T ;
YOSHIKI, S ;
SUDA, T .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES, 1981, 78 (08) :4990-4994
[2]   STEREOCONTROLLED TOTAL SYNTHESIS OF "1-ALPHA,25-DIHYDROXYCHOLECALCIFEROL AND 1-ALPHA,25-DIHYDROXYERGOCALCIFEROL [J].
BAGGIOLINI, EG ;
IACOBELLI, JA ;
HENNESSY, BM ;
BATCHO, AD ;
SERENO, JF ;
USKOKOVIC, MR .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (16) :3098-3108
[3]  
BAGGIOLINI EG, 1989, Patent No. 4804502
[4]   NEW AND SELECTIVE REACTIONS AND REAGENTS IN CARBOHYDRATE-CHEMISTRY [J].
BARTON, DHR ;
MOTHERWELL, WB .
PURE AND APPLIED CHEMISTRY, 1981, 53 (01) :15-31
[5]   NEW METHOD FOR DEOXYGENATION OF SECONDARY ALCOHOLS [J].
BARTON, DHR ;
MCCOMBIE, SW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (16) :1574-1585
[6]  
COREY EJ, 1972, TETRAHEDRON LETT, P4339
[7]   NEW SYNTHESIS OF THE CYCLE-A OF 1S-HYDROXYCHOLECALCIFEROL FROM GUINIC ACID [J].
DESMAELE, D ;
TANIER, S .
TETRAHEDRON LETTERS, 1985, 26 (40) :4941-4944
[8]   CALCIFEROL AND ITS RELATIVES .22. DIRECT TOTAL SYNTHESIS OF VITAMIN-D2 AND VITAMIN-D3 [J].
LYTHGOE, B ;
MORAN, TA ;
NAMBUDIRY, MEN ;
TIDESWELL, J ;
WRIGHT, PW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (06) :590-595
[9]   ALLYLIC PHOSPHINE OXIDES AS PRECURSORS OF CONJUGATED DIENES OF DEFINED GEOMETRY [J].
LYTHGOE, B ;
MORAN, TA ;
NAMBUDIRY, MEN ;
RUSTON, S .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (22) :2386-2390
[10]   24 AND 26-HOMO-1,25-DIHYDROXYVITAMIN-D3 - PREFERENTIAL ACTIVITY IN INDUCING DIFFERENTIATION OF HUMAN-LEUKEMIA CELLS HL-60 INVITRO [J].
OSTREM, VK ;
TANAKA, Y ;
PRAHL, J ;
DELUCA, HF ;
IKEKAWA, N .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1987, 84 (09) :2610-2614