Diacetonefructose chlorosulfate

Base Information Edit

Chemical Name:Diacetonefructose chlorosulfate
CAS No.:150609-95-3
Molecular Formula:C12H19ClO8S
Molecular Weight:358.797
Hs Code.:
DSSTox Substance ID:DTXSID10446632
Wikidata:Q72462476
Mol file:150609-95-3.mol

Synonyms:150609-95-3;Diacetonefructose chlorosulfate;2,3:4,5-bis-O-(1-methylethylidene)-bD-Fructopyranose chlorosulfate;(1R,2S,6S,9R)-6-(chlorosulfonyloxymethyl)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecane;2,3:4,5-bis-O-(1-Methylethylidene)-1-chlorosulfate beta-D-Fructopyranose;SCHEMBL6380174;DTXSID10446632;RXVWCMYRBRBGMC-XBWDGYHZSA-N;AKOS015961948;AC-15524;2,3:4,5-bis-O-(1-Methylethylidene)-1-chlorosulfate beta -D-fructopyranose;2,3:4,5-bis-o-(1-methylethylidene)-beta-d-fructopyranose sulfonyl chloride;((3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-3a-yl)methyl sulfochloridate;[(1R,2S,6S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0,dodecan-6-yl]methyl sulfurochloridate

Suppliers and Price of Diacetonefructose chlorosulfate

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
2,3:4,5-bis-O-(1-Methylethylidene)-1-chlorosulfateβ-D-Fructopyranose
500mg
$ 185.00

Medical Isotopes, Inc.
2,3:4,5-bis-O-(1-Methylethylidene)-1-chlorosulfateβ-D-Fructopyranose
5 g
$ 2200.00

American Custom Chemicals Corporation
2,3:4,5-BIS-O-(1-METHYLETHYLIDENE)-BD-FRUCTOPYRANOSE CHLOROSULFATE 95.00%
5G
$ 1988.91

Total 60 raw suppliers

Chemical Property of Diacetonefructose chlorosulfate Edit

Chemical Property:

Vapor Pressure:1.93E-06mmHg at 25°C
Refractive Index:1.489
Boiling Point:406.3 °C at 760 mmHg
Flash Point:199.5 °C
PSA：97.90000
Density:1.371 g/cm³
LogP:1.96550
Storage Temp.:Hygroscopic, -20°C Freezer, Under inert atmosphere
Solubility.:Chloroform (Slightly), Methanol (Slightly)
XLogP3:0.6
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:3
Exact Mass:358.0489164
Heavy Atom Count:22
Complexity:556

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,3:4,5-bis-O-(1-Methylethylidene)-1-chlorosulfateβ-D-Fructopyranose ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(OC2COC3(C(C2O1)OC(O3)(C)C)COS(=O)(=O)Cl)C
Isomeric SMILES:CC1(O[C@@H]2CO[C@@]3([C@H]([C@@H]2O1)OC(O3)(C)C)COS(=O)(=O)Cl)C
Uses 2,3:4,5-bis-O-(1-Methylethylidene)-1-chlorosulfate β-D-Fructopyranose is an intermediate for Topiramate-d12 (T540252) and an impurity of Topiramate(T540250). Topiramate is used as an anticonvulsant.

Technology Process of Diacetonefructose chlorosulfate

There total 2 articles about Diacetonefructose chlorosulfate 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: 95.9%

: 20880-92-6
2,3;4,5-di-O-isopropylidene-β-D-fructopyranose

: 150609-95-3
2,3,4,5-bis-O-(1-methylethylidene)-β-D-fructopyranose chlorosulfonic acid ester

Guidance literature:: With sulfuryl dichloride; In dichloromethane; toluene; at -5 - 20 ℃; for 6h; Temperature; Reagent/catalyst; Inert atmosphere;

Reference yield:

: 7660-25-5
D-fructose

: 150609-95-3
2,3,4,5-bis-O-(1-methylethylidene)-β-D-fructopyranose chlorosulfonic acid ester

Guidance literature:: Multi-step reaction with 2 steps

1: zinc(II) chloride / 2 h / 58 °C

2: sulfuryl dichloride; 1H-imidazole / dichloromethane / 2.5 h / 0 °C / Molecular sieve

With 1H-imidazole; sulfuryl dichloride; zinc(II) chloride; In dichloromethane;