Glucose oxime

Base Information

• Chemical Name: Glucose oxime
• CAS No.: 608-81-1
• Molecular Formula: C6H13 N O6
• Molecular Weight: 195.172
• Hs Code.: 2928000090
• NSC Number: 39317,21564,19777
• Mol file: 608-81-1.mol

Synonyms:glucosoxime

Chemical Property of Glucose oxime

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 138-139 °C
• Boiling Point: 633.525°C at 760 mmHg
• PKA: 10.68±0.40(Predicted)
• Flash Point: 435.608°C
• PSA: 133.74000
• Density: 1.66g/cm³
• LogP: -3.11770
• XLogP3: -3.2
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 195.07428713
• Heavy Atom Count: 13
• Complexity: 163

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(C(C=NO)O)O)O)O)O
• Isomeric SMILES: C(C(C(C(C(/C=N/O)O)O)O)O)O

Technology Process of Glucose oxime

There total 9 articles about Glucose oxime 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:

D-altrose (1990-29-0) → D-altrose oxime (608-81-1,6336-64-7,7128-63-4,7586-36-9,20275-00-7,57820-47-0,57820-48-1,69685-35-4,69685-42-3,69685-46-7,69685-47-8)

Guidance literature:

With methanol; hydroxylamine;

DOI:10.1021/ja01232a036

Reference yield:

26-O-β-D-glucopyranosyl-(25R)-5α-furostan-20(22)-en-3β,26-diol-3-O-β-D-xylopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→4)-[α-L-rhamnopyranosyl-(1→2)]-β-D-galactopyranoside (1253285-17-4) → D-glucose oxime (608-81-1) + galactose oxime (20275-00-7) + C6H13NO5 + D-xylose oxime (36722-82-4)

Guidance literature:

26-O-β-D-glucopyranosyl-(25R)-5α-furostan-20(22)-en-3β,26-diol-3-O-β-D-xylopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→4)-[α-L-rhamnopyranosyl-(1→2)]-β-D-galactopyranoside; With hydrogenchloride; water; at 100 ℃; for 2h;

With pyridine; hydroxylamine hydrochloride; at 100 ℃; for 1h;

DOI:10.1080/14786410902940990

Reference yield:

3-O-{β-D-xylopyranosyl-(1->3)-[β-D-xylopyranosyl(1->2)]-β-D-glucopyranosyl(1->4)-[α-L-rhamnopyranosyl(1->2)]-β-D-galactopyranosy}-26-O-β-D-glucopyranosyl-5a-furostan-12-one-(25R)-22-methoxy-3β,26-diol → D-glucose oxime (608-81-1) + galactose oxime (20275-00-7) + C6H13NO5 + D-xylose oxime (36722-82-4)

Guidance literature:

3-O-{β-D-xylopyranosyl-(1->3)-[β-D-xylopyranosyl(1->2)]-β-D-glucopyranosyl(1->4)-[α-L-rhamnopyranosyl(1->2)]-β-D-galactopyranosy}-26-O-β-D-glucopyranosyl-5a-furostan-12-one-(25R)-22-methoxy-3β,26-diol; With hydrogenchloride; water; at 100 ℃; for 2h;

With pyridine; hydroxylamine hydrochloride; at 100 ℃; for 1h;

DOI:10.1080/14786410902940990

upstream raw materials:

glucose

D-glucose

26-O-β-D-glucopyranosyl-(25R)-5α-furostan-20(22)-en-3β,26-diol-3-O-β-D-xylopyranosyl-(1→2)-[β-D-xylopyranosyl-(1→3)]-β-D-glucopyranosyl-(1→4)-[α-L-rhamnopyranosyl-(1→2)]-β-D-galactopyranoside

D-xylose

Downstream raw materials:

hydrogen cyanide

D-Arabinose

2,3,4,5,6-pentaacetoxy-D-glucononitrile

N-hydroxy-β-D-glucopyranosylamine hexaacetate

Refernces

• 1、 Qiu, Li,Jiao, Yang,Huang, Gui-Kun,Xie, Ji-Zhao,Miao, Jian-Hua,Yao, Xin-Sheng. "New dammarane-type saponins from the roots of panax notoginseng". . p. 102 - 111. Retrieved 2014/02/14.
• 2、 Peterson, Katherine E.,Cinelli, Maris A.,Morrell, Andrew E.,Mehta, Akhil,Dexheimer, Thomas S.,Agama, Keli,Antony, Smitha,Pommier, Yves,Cushman, Mark. "Alcohol-, diol-, and carbohydrate-substituted indenoisoquinolines as topoisomerase i inhibitors: Investigating the relationships involving stereochemistry, hydrogen bonding, and biological activity". experimental part. p. 4937 - 4953. Retrieved 2011/09/21.