2672-63-1

Basic information

• Product Name: 1,6-Anhydro-4-O-alpha-D-glucopyranosyl-D-glucopyranose
• Synonyms: 1,6-Anhydro-4-O-alpha-D-glucopyranosyl-D-glucopyranose
• CAS NO: 2672-63-1
• Molecular Formula: C12H20O10
• Molecular Weight: 324.28
• Mol File: 2672-63-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 640.3 °C at 760 mmHg
• Flash Point: 341.1 °C
• Appearance: /
• Density: 1.74
• Refractive Index: 1.644
• CAS DataBase Reference: 1,6-Anhydro-4-O-alpha-D-glucopyranosyl-D-glucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-Anhydro-4-O-alpha-D-glucopyranosyl-D-glucopyranose(2672-63-1)
• EPA Substance Registry System: 1,6-Anhydro-4-O-alpha-D-glucopyranosyl-D-glucopyranose(2672-63-1)

Safety Data

• Hazardous Substances Data: 2672-63-1(Hazardous Substances Data)

Usage

Structure

Cyclic acetal containing two glucose units linked through an oxygen bridge

Natural sources

Commonly found in plants and algae

Formation

Forms during the acid hydrolysis of starch

Pharmaceutical industry use

Used as an excipient in drug formulations

Potential applications

Development of novel carbohydrate-based materials

Therapeutic properties

Anti-diabetic and antioxidant effects

Field of interest

Medicinal chemistry for further investigation

InChI:InChI=1/C12H20O10/c13-1-3-5(14)6(15)8(17)12(20-3)22-10-4-2-19-11(21-4)9(18)7(10)16/h3-18H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11?,12-/m1/s1

Upstream product

• 113842-46-9 O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-1,6-anhydro-2,3-di-O-benzyl-β-D-glucopyranose 
• 104976-44-5 1,6-Anhydro-2,3-di-O-benzyl-4-O-<(trifluormethyl)sulfonyl>-β-D-galactopyranose 
• 170998-52-4 1,6-Anhydro-2,3-di-O-benzyl-4-O-<2,3,4-tri-O-benzyl-6-O-(p-methoxyphenyl)diphenylmethyl-α-D-mannopyranosyl>-β-D-glucopyranose 
• 138902-21-3 1,6-Anhydro-2,3-di-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-β-D-glucopyranose 
• 86461-99-6 (2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-((1R,2R,3R,4R,5R)-3,4-bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-tetrahydro-pyran-3-ol 
• 61074-29-1 1,6-Anhydro-2,3-di-O-benzyl-β-D-galactopyranose 
• 95335-96-9 2,3,4-Tri-O-benzyl-6-O-(monomethoxytrityl)-D-mannose 
• 170998-51-3 1,6-Anhydro-2,3-di-O-benzyl-4-O-nonafluorobutanesulfonyl-β-D-galactopyranose 
• 4132-28-9 2,3,4,6-tetra-O-benzyl-D-mannopyranose 

Relevant articles and documents

EFFECT OF PROTECTING GROUPS AND SOLVENTS IN ANOMERIC O-ALKYLATION OF MANNOPYRANOSE

Anomeric O-alkylation of mannopyranoses with various protecting groups was investigated using mannose derivatives and 2,3-O-isopropylidene-1-O-trifluoromethanesulfonyl-D-glycerol (1) as alkylating agent.Generally, in polar solvents higher α/β ratios were obtained than in nonpolar solvents.Sterically demanding protecting groups at the 6-O-position and polar solvents led to higher yields.Reactivity differences were explained by different complex formation.Based on these results mannopyranosyl-α(1-4)glucopyranosides 26 and 27 were synthesized using mannose derivatives 5 and 6 having a 6-O-(p-methoxyphenyl)diphenylmethyl group and galactosyl trifluoromethanesulfonate 24 or nonafluorobutanesulfonate (nonaflate) 25, respectively, as alkylating agents.

TOTAL SYNTHESIS OF CYCLOMALTOHEXAOSE

Described for the first time is a total synthesis of cyclomaltohexaose, in 0.3percent overall yield, in 21 steps starting from maltose.Maltose was transformed into allyl O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosi