Total synthesis of deoxypyridinoline, a biochemical marker of collagen turnover

被引：31

作者：

Allevi, P ^{[1
]}

Longo, A ^{[1
]}

Anastasia, M ^{[1
]}

机构：

[1] Dipartimento Chim & Biochim Med, I-20133 Milan, Italy

来源：

CHEMICAL COMMUNICATIONS | 1999年 / 06期

关键词：

D O I：

10.1039/a900298g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A convergent synthesis of deoxypyridinoline is described which involves the assembly of a suitably polysubstituted 3-hydroxypyridinium ring starting with fully protected L-lysine and L-glutamic acid.

引用

页码：559 / 560

页数：2

共 16 条

[1] A RAPID PROCEDURE FOR PURIFYING LARGE AMOUNTS OF PYRIDINOLINE CROSS-LINKS OF BONE
ARBAULT, P
GINEYTS, E
GRIMAUX, M
SEGUIN, P
DELMAS, PD
[J]. JOURNAL OF LIQUID CHROMATOGRAPHY, 1994, 17 (09): : 1981 - 1993
[2] CHIRAL SYNTHESIS OF 5-HYDROXY-(L)-PIPECOLIC ACIDS FROM (L)-GLUTAMIC ACID
BAILEY, PD
BRYANS, JS
[J]. TETRAHEDRON LETTERS, 1988, 29 (18) : 2231 - 2234
[3] Quinazoline antifolate thymidylate synthase inhibitors: gamma-Linked L-D, D-D, and D-L dipeptide analogues of 2-desamino-2-methyl-N-10-propargyl-5,8-dideazafolic acid (ICI 198583)
Bavetsias, V
Jackman, AL
Kimbell, R
Gibson, W
Boyle, FT
Bisset, GMF
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (01) : 73 - 85
[4] Biochemical markers of bone metabolism: An overview
Christenson, RH
[J]. CLINICAL BIOCHEMISTRY, 1997, 30 (08) : 573 - 593
[5] ALDOL REACTIONS OF PYROGLUTAMATES - CHIRAL SYNTHESIS OF 4-ALPHA(S)-(ARYLMETHYL)PYROGLUTAMATES AND 4-BETA(R)-(ARYLMETHYL)PYROGLUTAMATES
DIKSHIT, DK
PANDAY, SK
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (06) : 1920 - 1924
[6] CONDENSATION OF OXAZOLES WITH DIENOPHILES - SYNTHESIS OF VITAMIN B6 ANALOGUES
DOKTOROVA, ND
IONOVA, LV
KARPEISKY, MY
PADYUKIV.NS
TURCHIN, KF
FLORENTIEV, VL
[J]. TETRAHEDRON, 1969, 25 (16) : 3527 - +
[7] FUJIMOTO D, Patent No. 54039078
[8] The measurement of pyridinium crosslinks: A methodological overview
James, IT
Walne, AJ
Perrett, D
[J]. ANNALS OF CLINICAL BIOCHEMISTRY, 1996, 33 : 397 - 420
[9] LIWSCHITZ Y, 1959, J CHEM SOC, P1308
[10] OXIDATION OF AMINO-ACID .5. A NOVEL SYNTHESIS OF N-6-ACETYL-N-6-HYDROXYLYSINE FROM LYSINE
MILEWSKA, MJ
CHIMIAK, A
[J]. TETRAHEDRON LETTERS, 1987, 28 (16) : 1817 - 1820

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