(3R,4S,5R,6R)-3,4,5-Tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

Base Information Edit

Chemical Name:(3R,4S,5R,6R)-3,4,5-Tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
CAS No.:32384-65-9
Molecular Formula:C₁₈H₄₂O₆Si₄
Molecular Weight:466.87
Hs Code.:2931900090
DSSTox Substance ID:DTXSID30451107
Nikkaji Number:J521.645A
Wikidata:Q72507413
Mol file:32384-65-9.mol

Synonyms:32384-65-9;(3R,4S,5R,6R)-3,4,5-Tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one;(3R,4S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)tetrahydro-2H-pyran-2-one;2,3,4,6-tetrakis-o-trimethylsilyl-d-gluconolactone;(3R,4S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-(trimethylsilyloxymethyl)oxan-2-one;Gluconic acid lactone, TMS # 1;2,3,4,6-tetrakis-o-(trimethylsilyl)-d-glucono-1,5-lactone;2,3,4,6-Tetra-O-(trimethylsilyl)-D-glucono-delta-lactone;EC 608-732-8;(3R,4S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)-tetrahydropyran-2-one;2,3,4,6-tetra-o-(trimethylsilyl)-d-glucono-1,5-lactone;(3R,4S,5R,6R)-3,4,5-Tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-2-ON;(3R,4S,5R,6R)-3,4,5-tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro-pyran-2-one;C18H42O6Si4;MFCD22665922;SCHEMBL18174;AMY287;DTXSID30451107;(3R,4S,5R,6R)-3,4,5-tris[(trimethylsilyl)oxy]-6-{[(trimethylsilyl)oxy]methyl}oxan-2-one;CS-M2269;AKOS022174947;CS-O-32367;DS-7487;AC-27653;A855898;2,3,4,6-tetrakis-o-trimethyl silyl-d-gluconolactone;Not available;(3R,4 S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-trimethylsilyloxymethyltetrahydropyran-2-one;(3R,4S,5R,6R)-3,4,5-tri((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetra hydro-2H-pyran-2-one;(3R,4S,5R,6R)-3,4,5-tri((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one;(3R,4S,5R,6R)-3,4,5-tris -(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)-tetrahydropyran-2-one;(3R,4S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-(trimethylsilyloxymethyl)tetrahydropyran-2-one;(3R,4S,5R,6R)-3,4,5-tris-(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)-tetrahydropyran-2-one;(3R,4S,5R,6R)-3,4,5-Tris[(trimethylsilyl)oxy]-6-{[(trimethylsilyl)oxy]methyl}oxan-2-one (non-preferred name)

Suppliers and Price of (3R,4S,5R,6R)-3,4,5-Tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

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
2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone
5g
$ 65.00

TRC
2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone
50g
$ 185.00

SynQuest Laboratories
(3R,4S,5R,6R)-3,4,5-Tris(trimethylsilyl)oxy)-6-((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
25 g
$ 101.00

SynQuest Laboratories
(3R,4S,5R,6R)-3,4,5-Tris(trimethylsilyl)oxy)-6-((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one
100 g
$ 306.00

Medical Isotopes, Inc.
2-3-4-6-Tetra-O-(trimethylsilyl)-D-glucono-1-5-lactone
25 g
$ 625.00

Crysdot
(3R,4S,5R,6R)-3,4,5-Tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one 97%
100g
$ 140.00

ChemScene
(3R,4S,5R,6R)-3,4,5-Tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one >97.0%
25g
$ 21.00

ChemScene
(3R,4S,5R,6R)-3,4,5-Tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one >97.0%
100g
$ 76.00

ChemScene
(3R,4S,5R,6R)-3,4,5-Tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one >97.0%
500g
$ 321.00

Chemenu
(3R,4S,5R,6R)-3,4,5-tris[(trimethylsilyl)oxy]-6-{[(trimethylsilyl)oxy]methyl}oxan-2-one 97%
100g
$ 224.00

Total 179 raw suppliers

Chemical Property of (3R,4S,5R,6R)-3,4,5-Tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one Edit

Chemical Property:

Boiling Point:417℃
Flash Point:171℃
PSA：63.22000
Density:0.97
LogP:4.42360
Storage Temp.:under inert gas (nitrogen or Argon) at 2-8°C
Solubility.:Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:9
Exact Mass:466.20584519
Heavy Atom Count:28
Complexity:530

Purity/Quality:

99%, ^*data from raw suppliers

2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C[Si](C)(C)OCC1C(C(C(C(=O)O1)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C
Isomeric SMILES:C[Si](C)(C)OC[C@@H]1[C@H]([C@@H]([C@H](C(=O)O1)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C
Description It is usually used as the intermediate and raw material in the chemistry synthesis and pharmaceutical industry. Especially, this chemical has been widely used in the design and synthesis of sodium-glucose transporter inhibitors.1 For example, this substance can be employed as raw material in the preparation of (1s)-1,5-anhydro-1-c-[4-chloro-3-[(4-ethoxylphenyl)methyl]phenyl]-D-glucitol, which is commonly known as Dapagliflozin that act as the sodium dependent glucose transporters for treating type 2 diabetes.2 Moreover, it can also function as the intermediate for synthesizing empagliflozin, which is a novel and selective sodium glucose co-transporter-2 inhibitor.3 In addition, canagliflozin, another sodium glucose co-transporter-2 inhibitor, can be obtained by utilizing this substance as the intermediate.4
Uses 2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone is an antidiabetic agent and an intermediate of Dapagliflozin (D185370). 2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone acts as a reagent in the synthesis of trans-cyclohexane-bearing C-glucose as sodium glucose co-transporter 2 inhibitors.

Technology Process of (3R,4S,5R,6R)-3,4,5-Tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

There total 8 articles about (3R,4S,5R,6R)-3,4,5-Tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one 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: 100.0%