1,5-Anhydro-D-glucitol

  • CasNo:154-58-5
  • purity:99%
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Details

Cost-effective and customizable 1,5-Anhydro-D-glucitol 154-58-5 in stock

  • Molecular Formula: C6H12O5
  • Molecular Weight: 164.158
  • Appearance/Colour: White crystals 
  • Melting Point: 142-143 °C 
  • Refractive Index: 1.581 
  • Boiling Point: 376.8 °C at 760 mmHg 
  • PKA: 13.44±0.70(Predicted) 
  • Flash Point: 181.7 °C 
  • PSA: 90.15000 
  • Density: 1.533 g/cm3 
  • LogP: -2.53980 

1,5-Anhydro-D-glucitol(Cas 154-58-5) Usage

Definition

ChEBI: An anhydro sugar of D-glucitol.

InChI:InChI=1/C6H12O5/c7-1-4-6(10)5(9)3(8)2-11-4/h3-10H,1-2H2/t3?,4?,5-,6-/m1/s1

154-58-5 Relevant articles

Reductive Cleavage of Glycosides

Rolf, David,Gray, Gary R.

, p. 3539 - 3541 (1982)

-

An efficient and selective conversion of sorbitol in ionic liquids: Use of ion exchange resin as a solid acid catalyst

Kamimura, Akio,Murata, Kengo,Kawamoto, Takuji

, p. 3616 - 3618 (2017)

Sorbitol was readily converted by heatin...

-

Honda,S. et al.

, p. 61 - 70 (1979)

-

-

Fletcher

, p. 706 (1947)

-

Design and synthesis of boron containing monosaccharides by the hydroboration of D-glucal for use in boron neutron capture therapy (BNCT)

Itoh, Taiki,Tamura, Kei,Ueda, Hiroki,Tanaka, Tomohiro,Sato, Kyouhei,Kuroda, Reiko,Aoki, Shin

, p. 5922 - 5933 (2018)

Boron neutron capture therapy (BNCT) is ...

Rapid conversion of sorbitol to isosorbide in hydrophobic ionic liquids under microwave irradiation

Kamimura, Akio,Murata, Kengo,Tanaka, Yoshiki,Okagawa, Tomoki,Matsumoto, Hiroshi,Kaiso, Kouji,Yoshimoto, Makoto

, p. 3257 - 3259 (2014)

Sorbitol was effectively converted to is...

New maplexins F-I and phenolic glycosides from red maple (Acer rubrum) bark

Yuan, Tao,Wan, Chunpeng,Liu, Ke,Seeram, Navindra P.

, p. 959 - 964 (2012)

Four new gallotannins, maplexins F-I (1-...

-

Richtmyer et al.

, p. 1477 (1943)

-

Mouse AKR1E1 is an ortholog of pig liver NADPH dependent 1,5-anhydro-D-fructose reductase

Sakuma, Motoki,Kubota, Shunichiro

, p. 872 - 876 (2008)

In many organisms, glycogen gives rise t...

The kinetics of the spontaneous, proton- and AlIII-catalysed hydrolysis of 1,5-anhydrocellobiitol - Models for cellulose depolymerization in paper aging and alkaline pulping, and a benchmark for cellulase efficiency

Baty, John William,Sinnott, Michael L.

, p. 1516 - 1524 (2005)

The kinetics of the spontaneous, proton-...

An efficient method for the preparation of 1,5-anhydroalditol from unprotected carbohydrates via glycopyranosyl iodide

Uchiyama, Taketo,Shishikura, Keisuke,Ogawa, Koji,Ohshima, Yuuki,Miyairi, Shinichi

, p. 5294 - 5296 (2016)

A practical, facile method was developed...

-

Ballantine et al.

, p. C9 (1976)

-

-

Ness et al.

, p. 4547 (1950)

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First protection-free protocol for synthesis of 1-deoxy sugars through glycosyl dithiocarbamate intermediates

Li, Gefei,Noguchi, Masato,Nakamura, Kensuke,Hayasaka, Ryohei,Tanaka, Yuuki,Shoda, Shin-ichiro

, p. 3428 - 3431 (2018)

A practical two-step synthetic process f...

EFFECTS OF IRON, COPPER, AND CHROMATE IONS ON THE OXIDATIVE DEGRADATION OF CELLULOSE MODEL COMPOUNDS

Blattner, Regine,Ferrier, Robert J.

, p. 73 - 82 (1985)

Iron(II) and iron(III) ions promote the ...

Maplexins, new α-glucosidase inhibitors from red maple (Acer rubrum) stems

Wan, Chunpeng,Yuan, Tao,Li, Liya,Kandhi, Vamsikrishna,Cech, Nadja B.,Xie, Mingyong,Seeram, Navindra P.

, p. 597 - 600 (2012)

Thirteen gallic acid derivatives includi...

A protecting group-free approach for synthesizingC-glycosides through glycosyl dithiocarbamates

Li, Gefei,Noguchi, Masato,Arisaka, Genki,Tanaka, Yuuki,Shoda, Shin-Ichiro

supporting information, p. 3134 - 3138 (2021/04/21)

The first protection/deprotection-free p...

Structure–Activity Relationship Study of a Potent α-Thrombin Binding Aptamer Incorporating Hexitol Nucleotides

De Fenza, Maria,Eremeeva, Elena,Troisi, Romualdo,Yang, Hui,Esposito, Anna,Sica, Filomena,Herdewijn, Piet,D'Alonzo, Daniele,Guaragna, Annalisa

, p. 9589 - 9597 (2020/07/13)

The replacement of one or more nucleotid...

Modulating Electrostatic Interactions in Ion Pair Intermediates To Alter Site Selectivity in the C?O Deoxygenation of Sugars

Bowers, Bekah E.,Gagné, Michel R.,Lowe, Jared M.,Seo, Youngran

supporting information, p. 17297 - 17300 (2020/07/30)

Controlling which products one can acces...

Controlling Sugar Deoxygenation Products from Biomass by Choice of Fluoroarylborane Catalyst

Seo, Youngran,Lowe, Jared M.,Gagné, Michel R.

, p. 6648 - 6652 (2019/08/26)

The feedstocks from biomass are defined ...

154-58-5 Process route

(4-O-β-D-glucopyranosyl)-1,5-anhydro-D-glucitol
51260-20-9

(4-O-β-D-glucopyranosyl)-1,5-anhydro-D-glucitol

β-D-glucose
492-61-5

β-D-glucose

1,5-anhydro-D-glucitol
154-58-5,53319-04-3

1,5-anhydro-D-glucitol

Conditions
Conditions Yield
With aluminum(III) sulfate; In water; at 170 ℃; pH=7.5; Further Variations:; pH-values; Temperatures; Reagents; Kinetics;
sucrose octakis(trimethylsilyl) ether
19159-25-2

sucrose octakis(trimethylsilyl) ether

mannitol
69-65-8

mannitol

D-sorbitol
50-70-4

D-sorbitol

1,5-anhydro-D-glucitol
154-58-5,53319-04-3

1,5-anhydro-D-glucitol

Conditions
Conditions Yield
sucrose octakis(trimethylsilyl) ether; With bis(pentafluorophenyl)borinic acid; 1,1,3,3-tetramethyldisilazane; In chloroform-d1; at 25 ℃; for 3h; Inert atmosphere; Glovebox;
In methanol; Inert atmosphere; Glovebox;
90%

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    methyl 2,3,4,6-tetrakis-O-trimethylsilyl-α-D-glucopyranoside

154-58-5 Downstream products

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