Trisodium 6-hydroxynaphthalene-1,3,7-trisulfonate

Base Information

• Chemical Name: Trisodium 6-hydroxynaphthalene-1,3,7-trisulfonate
• CAS No.: 58645-40-2
• Molecular Formula: C₈H₁₄O₅
• Molecular Weight: 190.196
• DSSTox Substance ID: DTXSID30700622
• Mol file: 58645-40-2.mol

Synonyms:58645-40-2;Sodium 2-Naphthol-3,5,7-Trisulfonate;Trisodium 6-hydroxynaphthalene-1,3,7-trisulfonate;trisodium;6-hydroxynaphthalene-1,3,7-trisulfonate;DTXSID30700622

Chemical Property of Trisodium 6-hydroxynaphthalene-1,3,7-trisulfonate

Chemical Property:

• PSA: 216.97000
• LogP: 3.28090
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 0
• Exact Mass: 449.87379272
• Heavy Atom Count: 26
• Complexity: 711

Purity/Quality:

98%min ^*data from raw suppliers

3-4-O-Isopropylidene-β-D-arabinopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C=C(C(=CC2=C(C=C1S(=O)(=O)[O-])S(=O)(=O)[O-])S(=O)(=O)[O-])O.[Na+].[Na+].[Na+]

Technology Process of Trisodium 6-hydroxynaphthalene-1,3,7-trisulfonate

There total 15 articles about Trisodium 6-hydroxynaphthalene-1,3,7-trisulfonate 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: 95.0%

L-(+)-arabinose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + 2,2-dimethoxy-propane (77-76-9) → 3,4-O-isopropylidine L-arabinopyranose (58645-35-5,58645-40-2,144216-75-1)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(01)00775-4

Reference yield: 93.8%

D-arabinopyranose (28697-53-2) + 2,2-dimethoxy-propane (77-76-9) → 3,4-O-isopropylidene-D-arabinopyranose (58645-35-5,58645-40-2,144216-75-1)

Guidance literature:

With sodium carbonate; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1039/b923123d

Reference yield: 91.0%

L-(+)-arabinose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + 2,2-dimethoxy-propane (77-76-9) → 3,4-O-isopropylidene-β-L-arabinopyranose (58645-35-5,58645-40-2,144216-75-1)

Guidance literature:

With toluene-4-sulfonic acid; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/ejoc.201301613

upstream raw materials:

D-arabinopyranose

2,2-dimethoxy-propane

D-Arabinose

L-(+)-arabinose

Downstream raw materials:

O³,O⁴-isopropylidene-O¹,O²-phenylboranediyl-β-L-arabinopyranose

(4R,5S)-4-hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one

Refernces

• 1、 Draskovits, Markus,Kalaus, Hubert,Stanetty, Christian,Mihovilovic, Marko D.. "Intercepted dehomologation of aldoses by N-heterocyclic carbene catalysis-a novel transformation in carbohydrate chemistry". . p. 12144 - 12147. Retrieved 2019/10/21.
• 2、 Wu, Qing-Kun,Li, Yi-Xian,Jia, Yue-Mei,Yu, Chu-Yi. "Synthesis of a novel C-branched polyhydroxylated cyclic nitrone". supporting information. p. 909 - 912. Retrieved 2017/05/16.