Synthesis of oligomers related to nylon 6

被引：22

作者：

Brooke, GM ^{[1
]}

Mohammed, S ^{[1
]}

Whiting, MC ^{[1
]}

机构：

[1] UNIV BRISTOL, SCH CHEM, BRISTOL BS8 1TS, AVON, ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1997年 / 22期

关键词：

D O I：

10.1039/a704457g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of end-capped oligomers 13 (2n = 1, 2, 4, 8 and 16) related to nylon 6, have been prepared from a fully protected derivative of 6-aminohexanoic acid 4 using the reactions of polypeptide chemistry, The formation of N-protected secondary amide bonds bearing the N-(p-methoxybenzyl) group ensured the solubility of all intermediates in common organic solvents and enabled purification by chromatography; boiling trifluoroacetic acid removed the protecting group in the final stage of the synthesis.

引用

页码：3371 / 3379

页数：9

共 16 条

[1] On spherulitic growth in a monodisperse paraffin [J].

Bassett, DC ;

Olley, RH ;

Sutton, SJ ;

Vaughan, AS .

MACROMOLECULES, 1996, 29 (05) :1852-1853

[2] Intermolecular forces and chain configuration in linear polymers - The effect of N-methylation on the X-ray structures and properties of linear polyamides [J].

Bayer, WO ;

Fuller, CS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1943, 65 :1120-1130

[3]

Bodansky M., 1994, PRACTICE PEPTIDE SYN, P15

[4]

BRIGGS BS, 1946, IND ENG CHEM, V38, P1016

[5] Versatile process for the syntheses of very long chain alkanes, functionalised derivatives and some branched chain hydrocarbons [J].

Brooke, GM ;

Burnett, S ;

Mohammed, S ;

Proctor, D ;

Whiting, MC .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (13) :1635-1645

[6] A simple amide protecting group: synthesis of oligoamides of Nylon 6 [J].

Brooke, GM ;

Mohammed, S ;

Whiting, MC .

CHEMICAL COMMUNICATIONS, 1997, (16) :1511-1512

[7]

Carothers W. H, 1938, US Patent, Patent No. [2,130,523, 2130523]

[8]

GREENE TW, 1991, PROTECTIVE GROUPS OR, P397

[9]

HOGBERG T, 1987, J ORG CHEM, V52, P2033

[10] STUDIES ON THE SYNTHESIS OF LINEAR ALIPHATIC-COMPOUNDS .2. THE REALIZATION OF A STRATEGY FOR REPEATED MOLECULAR DOUBLING [J].

IGNER, E ;

PAYNTER, OI ;

SIMMONDS, DJ ;

WHITING, MC .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (11) :2447-2454

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