6-Chloro-3-indoxyl-alpha-D-glucopyranoside

Base Information

• Chemical Name: 6-Chloro-3-indoxyl-alpha-D-glucopyranoside
• CAS No.: 467214-46-6
• Molecular Formula: C14H16ClNO6
• Molecular Weight: 329.73
• Hs Code.: 2940000080
• European Community (EC) Number: 825-704-2
• DSSTox Substance ID: DTXSID101268703
• Wikidata: Q76146088
• Mol file: 467214-46-6.mol

Synonyms:467214-46-6;6-Chloro-3-indoxyl-alpha-D-glucopyranoside;6-Chloro-3-indolyl alpha-glucopyranoside;6-Chloro-1H-indol-3-yl alpha-D-glucopyranoside;SCHEMBL234502;DTXSID101268703;MFCD04972053;(2R,3R,4S,5S,6R)-2-[(6-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol;C-5015;(2R,3R,4S,5S,6R)-2-(6-chloro-1H-indol-3-yloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Chemical Property of 6-Chloro-3-indoxyl-alpha-D-glucopyranoside

Chemical Property:

• Boiling Point: 630.2±55.0 °C(Predicted)
• PKA: 12.84±0.70(Predicted)
• PSA: 115.17000
• Density: 1.641±0.06 g/cm3(Predicted)
• LogP: -0.00000
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 329.0666149
• Heavy Atom Count: 22
• Complexity: 388

Purity/Quality:

98% ^*data from raw suppliers

6-Chloro-3-indolyl a-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)NC=C2OC3C(C(C(C(O3)CO)O)O)O
• Isomeric SMILES: C1=CC2=C(C=C1Cl)NC=C2O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O

Technology Process of 6-Chloro-3-indoxyl-alpha-D-glucopyranoside

There total 4 articles about 6-Chloro-3-indoxyl-alpha-D-glucopyranoside 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: 62.0%

C24H26ClNO11 → 6-chloro-3-indol-α-D-glucopyranoside (467214-46-6,159954-28-6,198402-61-8,425427-88-9,796842-57-4)

Guidance literature:

With sodium methylate; In methanol;

Reference yield:

α-D-glucopyranose peracetylate (604-68-2) → 6-chloro-3-indol-α-D-glucopyranoside (467214-46-6,159954-28-6,198402-61-8,425427-88-9,796842-57-4)

Guidance literature:

Multi-step reaction with 4 steps

1: acetonitrile / 12 h / 20 °C

2: potassium carbonate / dichloromethane / 6 h / 20 °C / Inert atmosphere

3: boron trifluoride diethyl etherate / dichloromethane / 9 h / 20 °C / Inert atmosphere

4: sodium methylate / methanol

With boron trifluoride diethyl etherate; sodium methylate; potassium carbonate; In methanol; dichloromethane; acetonitrile;

Reference yield:

2,3,4,6-tetraacetylglucose (3947-62-4,10343-06-3,19235-21-3,22554-70-7,22860-22-6,47339-09-3,57884-82-9,62057-79-8,70191-05-8,109525-54-4,140147-37-1,6207-76-7) → 6-chloro-3-indol-α-D-glucopyranoside (467214-46-6,159954-28-6,198402-61-8,425427-88-9,796842-57-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / dichloromethane / 6 h / 20 °C / Inert atmosphere

2: boron trifluoride diethyl etherate / dichloromethane / 9 h / 20 °C / Inert atmosphere

3: sodium methylate / methanol

With boron trifluoride diethyl etherate; sodium methylate; potassium carbonate; In methanol; dichloromethane;

upstream raw materials:

α-D-glucopyranose peracetylate

2,3,4,6-tetraacetylglucose

O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate

Refernces