Synthesis of 6-Amino-6-Deoxycellulose

Teshirogi, Takuma; Yamamoto, Hideo; Sakamoto, Munenori; Tonami, Hiroaki

doi:10.2115/fiber.35.12_t525

Cited by 18 publications

(15 citation statements)

References 1 publication

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“…Using protecting group strategy and almost the same procedure, Usov et al . and Teshirogi et al . prepared 6‐amino‐6‐deoxycellulose derivative with a DS of 0.89 and 0.9 at the 6‐position, respectively (Scheme ).…”

Section: Synthesis Of N‐functionalized Basic and Cationic Cellulose Dmentioning

confidence: 99%

“…The cellulose derivative 2 with sulfonyloxy and chloro groups was converted into the corresponding 6‐azido‐6‐deoxy derivative 3 , which then was reduced with LiAlH 4 in tetrahydrofuran to afford 6‐amino‐6‐deoxy‐2,3‐di‐ O ‐phenylcarbamoylcellulose 4 . Finally, it was treated with CH 3 ONa in CH 3 OH to give 6‐amino‐6‐deoxycellulose 5 …”

Section: Synthesis Of N‐functionalized Basic and Cationic Cellulose Dmentioning

confidence: 99%

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Designing syntheses of cellulose and starch derivatives with basic or cationic N‐functions: part I—cellulose derivatives

Satha

Aryanasab

Banazadeh

et al. 2015

Polymers for Advanced Techs

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The use of cellulose and starch derivatives that bear amino or quaternary ammonium moieties is steadily increasing, and the applications in industry are continuing to grow. These promising products are routinely used in cosmetic and paper‐making industries. This article provides an overview of strategies available to chemists for designing the syntheses of such compounds. The review provides a brief historical perspective on synthesis and describes recent developments that have enabled chemists to enhance their synthesis productivity. However, the graft polymerization techniques are far from the scope of this paper and will be noted in a few words only. In addition to the structural and synthetic aspects, applications of these derivatives are discussed in brief. We have divided this article in two parts mainly because of the vastness of the subject and limited space available. The first part of which reviews the advances in the synthesis of basic and cationic cellulose derivatives having amino or quaternary ammonium moieties and the second part of which considers starch ones. Copyright © 2015 John Wiley & Sons, Ltd.

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Section: Synthesis Of N‐functionalized Basic and Cationic Cellulose Dmentioning

confidence: 99%

Section: Synthesis Of N‐functionalized Basic and Cationic Cellulose Dmentioning

confidence: 99%

Designing syntheses of cellulose and starch derivatives with basic or cationic N‐functions: part I—cellulose derivatives

Satha

Aryanasab

Banazadeh

et al. 2015

Polymers for Advanced Techs

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“…Acetylation of remaining hydroxyl groups in the P-N 3 samples was carried out according to the method of Teshirogi et al 9) Acetic anhydride (4 mL, ca. 10 equivalents for the hydroxyl group) was added to a solution of P-N 3 (0.25 g) in anhydrous pyridine (6 mL), and the mixture was stirred for 30 h at 80 8C.…”

Section: Acetylation Of P-nmentioning

confidence: 99%

“…Chlorination of polysaccharides with mesyl chloride (MsCl) in DMF is one of the regioselective reactions for polysaccharides 7,9) . The primary hydroxyl groups at C-6 position are selectively chlorinated by the method employed here.…”

Section: Preparation Of 6-azido-6-deoxypullulans (Scheme 2)mentioning

confidence: 99%

Preparation of water-soluble pullulans bearing pendant C60 and their aqueous solubility

Okamura¹,

Miyazono

Minoda

et al. 1999

Macromol. Rapid Commun.

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SUMMARY: Water-soluble fullerene-bearing pullulans were successfully prepared by the addition reaction of azide-substituted pullulans with fullerene C 60 . The chemical structure of the products was characterized by IR, UV, and NMR spectroscopy. It was found that the saturation solubility of the C 60 moiety strongly depends on the degree of substitution (DS) of the sample, indicating that an optimum DS value of the C 60 moiety exists for its aqueous solubility.

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“…One of the possible routes is the chemical modification of polysaccharides. Several groups [2][3][4][5][6] reported the synthesis of azidodeoxypolysaccharides and the reduction of azidodeoxy derivatives to aminodeoxypolysaccharides was also studied [3][4][5][6]. Carbonhalogen bonds are susceptible to nucleophilic substitution and the treatment of bromodeoxypolysaccharides with azide ion is a convenient route to azidodeoxypolysaccharides [6].…”

Section: Introductionmentioning

confidence: 99%