Efficient synthesis of phosphorus-containing dendrimers capped with isosteric functions of amino-bismethylene phosphonic acids

被引：30

作者：

Rolland, Olivier ^{[1
,2
]}

Turrin, Cedric-Olivier ^{[1
,2
]}

Bacquet, Gerard ^{[3
]}

Poupot, Remy ^{[4
]}

Poupot, Mary ^{[4
]}

Caminade, Anne-Marie ^{[1
,2
]}

Majoral, Jean-Pierre ^{[1
,2
]}

机构：

[1] CNRS, Chim Coordinat Lab, F-31077 Toulouse, France

[2] Univ Toulouse, UPS, INPT, LCC, F-31077 Toulouse, France

[3] Ctr Rech Aubervilliers, F-93308 Aubervilliers, France

[4] Hop Purpan, Ctr Physiopathol Toulouse Purpan, INSERM 563, F-31024 Toulouse 03, France

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 18期

关键词：

Dendrimers; Phosphonate; Sulfonate; Carboxylate; Polyanions; HUMAN MONOCYTES; ACTIVATION; DESIGN; HIV;

D O I：

10.1016/j.tetlet.2009.02.127

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient synthetic strategy to synthesize phosphorus-containing dendrimers capped with isosteric acid functions derived from tyramine is described. The method is demonstrated on a first generation dendrimer that can be easily capped with 12 amino(bismethylene) sulfonic acids and amino(bismethylene) carboxylic acids that are strict analogs of the corresponding amino(bismethylene) phosphonic acids. (c) 2009 Elsevier Ltd. All rights reserved.

引用

页码：2078 / 2082

页数：5

共 50 条

[41] Intramolecular catalysis of the aminolysis of phosphorus-containing heterocyclic derivatives of α-amino acids .: 1.: Synthesis of (thio)phosphor(N)diamides incorporating one residue of β-amino acid
Dujols, F
Jollet, P
Mulliez, M
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1998, 134 : 231 - 254
[42] PHOSPHORUS-CONTAINING INTERMEDIATE PRODUCTS AND DYES .8. SYNTHESIS OF PHOSPHONIC ACID-DERIVATIVES BASED ON THE REACTION OF ORGANYLTETRACHLOROPHOSPHANES WITH VINYL ESTERS
KORMACHEV, VV
MITRASOV, YN
KORNILOV, AG
ZHURNAL OBSHCHEI KHIMII, 1985, 55 (04): : 762 - 767
[43] PHOSPHORUS ANALOGS OF AMINO-ACIDS .2. SYNTHESIS OF ALPHA-AMINO PHOSPHONIC-ACIDS AND ALPHA-AMINO PHOSPHINIC ACIDS VIA THE CORRESPONDING N-ACYLIMINO DERIVATIVES
SCHRADER, T
STEGLICH, W
SYNTHESIS-STUTTGART, 1989, (02): : 97 - 101
[44] AMINO-ACIDS AND PEPTIDES .11. PHOSPHORUS IN ORGANIC SYNTHESIS .6. APPLICATION OF DIPHENYL PHOSPHORAZIDATE TO SYNTHESIS OF PEPTIDES CONTAINING VARIOUS FUNCTIONS
SHIOIRI, T
YAMADA, SI
CHEMICAL & PHARMACEUTICAL BULLETIN, 1974, 22 (04) : 859 - 863
[45] An efficient one-pot synthesis of bis(α-aminoalkyl)phosphinic acids, phosphorus-isosteric analogues of HIV protease inhibitors
Vinyukov, Alexey V.
Borodachev, Alexey V.
Starikov, Andrey S.
Afanasyev, Alexey V.
Dmitriev, Maxim E.
Lednev, Boris V.
Ragulin, Valery V.
MENDELEEV COMMUNICATIONS, 2018, 28 (03) : 295 - 296
[46] PHOSPHORUS-CONTAINING INTERMEDIATE PRODUCTS AND DYES .6. THE SYNTHESIS OF ALIPHATIC-AROMATIC PHOSPHONIC AND PHOSPHINIC ACID-DERIVATIVES FROM THE REACTIONS OF PHOSPHORUS-PENTACHLORIDE AND ETHYLTETRACHLOROPHOSPHORANE
KORMACHEV, VV
MITRASOV, YN
KUKHTIN, VA
ZHURNAL OBSHCHEI KHIMII, 1981, 51 (12): : 2669 - 2674
[47] PHOSPHORUS-CONTAINING INHIBITORS OF HMG-COA REDUCTASE .3. SYNTHESIS OF HYDROXYPHOSPHINYL-ANALOGS OF THE MEVINIC ACIDS
KARANEWSKY, DS
BADIA, MC
TETRAHEDRON LETTERS, 1993, 34 (01) : 39 - 42
[48] PHOSPHORUS-CONTAINING CARBOHYDRATES .11. SYNTHESIS OF ALPHA-HYDROXY-PHOSPHONATES AND ALPHA-AMINO-PHOSPHONATES OF ACYCLIC MONOSACCHARIDES
PAULSEN, H
KUHNE, H
CHEMISCHE BERICHTE-RECUEIL, 1975, 108 (04): : 1239 - 1245
[49] Rapid synthesis of phosphorus-containing dendrimers with controlled molecular architectures: First example of surface-block, layer-block, and segment-block dendrimers issued from the same dendron
Maraval, V
Laurent, R
Donnadieu, B
Mauzac, M
Caminade, AM
Majoral, JP
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (11) : 2499 - 2511
[50] Phosphorus-containing amino acids with a P-C bond in the side chain or a P-O, P-S or P-N bond: from synthesis to applications
Arribat, Mathieu
Cavelier, Florine
Remond, Emmanuelle
RSC ADVANCES, 2020, 10 (11) : 6678 - 6724

← 1 2 3 4 5 →