HEPTA-O-ACETYL-SS-MALTOSYL AZIDE

Base Information

• Chemical Name: HEPTA-O-ACETYL-SS-MALTOSYL AZIDE
• CAS No.: 33012-49-6
• Molecular Formula: C26H35 N3 O17
• Molecular Weight: 661.574
• Hs Code.: 2938909090
• Mol file: 33012-49-6.mol

Synonyms:Glucopyranosylazide, 4-O-a-D-glucopyranosyl-,2,2',3,3',4',6,6'-heptaacetate, b-D- (8CI); 2,3,6-Tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-a-D-glucopyranosyl)-b-D-glucopyranosyl azide

Chemical Property of HEPTA-O-ACETYL-SS-MALTOSYL AZIDE

Chemical Property:

• Melting Point: 181-183 °C
• PSA: 261.54000
• LogP: -0.63084

Purity/Quality:

98%Min ^*data from raw suppliers

2-3-6-2?-3?-4?-6?-Hepta-O-acetyl-β-maltosylazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of HEPTA-O-ACETYL-SS-MALTOSYL AZIDE

There total 7 articles about HEPTA-O-ACETYL-SS-MALTOSYL AZIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide (4753-07-5,5160-10-1,14206-57-6,14227-66-8,14257-35-3,42385-75-1,67650-37-7,68682-05-3,69308-57-2,69349-74-2,70223-96-0,70223-97-1,71276-38-5,85248-99-3,118493-15-5,120575-76-0) → 1-azido-1-deoxy-4-O-(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucose (33012-49-6)

Guidance literature:

With sodium azide; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; In dichloromethane;

DOI:10.1016/S0040-4039(00)02286-3

Reference yield: 92.0%

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl acetate (22352-19-8) → 1-azido-1-deoxy-4-O-(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucose (33012-49-6)

Guidance literature:

With iron(III) chloride; trimethylsilylazide; In dichloromethane; at 20 ℃; for 22h; Inert atmosphere;

DOI:10.1039/c1cc13370e

Reference yield: 86.0%

2,2',3,3',4',6,6'-hepta-O-acetyl-β-D-maltosyl bromide (68682-05-3) → 1-azido-1-deoxy-4-O-(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucose (33012-49-6)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 4h;

upstream raw materials:

α-hepta-O-acetylmaltosyl bromide

2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl acetate

diethyl ether

Downstream raw materials:

4-({[4-(aminosulfonyl)benzoyl]amino}methyl)-1-(hepta-O-acetyl-β-D-maltosyl)-1H-1,2,3-triazole

2,3,6-tri-O-acetyl-4-O-[2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl]-β-D-glucopyranosyl isothiocyanate

Refernces

• 1、 Post, Elias A. J.,Fletcher, Stephen P.. "Controlling the Kinetics of Self-Reproducing Micelles by Catalyst Compartmentalization in a Biphasic System". . p. 2741 - 2755. Retrieved 2019/02/26.
• 2、 Post, Elias A. J.,Bissette, Andrew J.,Fletcher, Stephen P.. "Self-reproducing micelles coupled to a secondary catalyst". supporting information. p. 8777 - 8780. Retrieved 2018/08/07.