Benzaldehyde, 4-(beta-D-allopyranosyloxy)-

Base Information

• Chemical Name: Benzaldehyde, 4-(beta-D-allopyranosyloxy)-
• CAS No.: 80154-34-3
• Molecular Formula: C13H16O7
• Molecular Weight: 284.266
• Hs Code.: 29389090
• DSSTox Substance ID: DTXSID701019801
• Mol file: 80154-34-3.mol

Synonyms:Benzaldehyde, 4-(beta-D-allopyranosyloxy)-;2-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzaldehyde;SCHEMBL20723406;DTXSID701019801

Chemical Property of Benzaldehyde, 4-(beta-D-allopyranosyloxy)-

Chemical Property:

• Vapor Pressure: 2.26E-13mmHg at 25°C
• Melting Point: 199-200 °C
• Refractive Index: 1.65
• Boiling Point: 559.9 °C at 760 mmHg
• PKA: 12.72±0.70(Predicted)
• Flash Point: 215.7 °C
• PSA: 116.45000
• Density: 1.51 g/cm³
• LogP: -1.32220
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Soluble in hot water. Slightly soluble in water, ethanol or carbinol. Insoluble in aether or chloroform.
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 284.08960285
• Heavy Atom Count: 20
• Complexity: 324

Purity/Quality:

99% ^*data from raw suppliers

Helicide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=O)OC2C(C(C(C(O2)CO)O)O)O
• Isomeric SMILES: C1=CC=C(C(=C1)C=O)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)CO)O)O)O
• Uses: It is used in the treatment of ischemic cardiovascular and cerebrovascular diseases. Also used in Chinese medicine in the treatment of headache and insomnia.

Technology Process of Benzaldehyde, 4-(beta-D-allopyranosyloxy)-

There total 3 articles about Benzaldehyde, 4-(beta-D-allopyranosyloxy)- 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:

C13H16O7*C5H9NO2 → formaldehydephenlyl-O-β-D-pyranosyl alloside (80154-34-3)

Guidance literature:

In tetrahydrofuran; at 50 ℃; for 24h;

Reference yield:

4-formylphenyl (2,3,4,6-tetra-O-acetyl)-β-D-allopyranoside (936574-32-2) → formaldehydephenlyl-O-β-D-pyranosyl alloside (80154-34-3)

Guidance literature:

With methanol; sodium methylate; at 80 ℃; for 5h;

Reference yield:

β-D-allose pentaacetate (4257-94-7) → formaldehydephenlyl-O-β-D-pyranosyl alloside (80154-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; boron trifluoride diethyl etherate / dichloromethane / 10 h / 0 - 50 °C

2: sodium methylate; methanol / 5 h / 80 °C

With methanol; boron trifluoride diethyl etherate; sodium methylate; triethylamine; In dichloromethane;

upstream raw materials:

β-D-allose pentaacetate

4-formylphenyl (2,3,4,6-tetra-O-acetyl)-β-D-allopyranoside

Downstream raw materials:

β-D-allopyranose

4-hydroxy-benzaldehyde

C₂₁H₂₁ClO₇

C₂₁H₂₁BrO₇

Refernces

• 1、 -. "Helicid and L - proline eutectic and its preparation method". Paragraph 0075; 0076; 0077; 0085; 0086; 0092; 0093. . Retrieved 2018/09/02.