ChemicalBook >> CAS DataBase List >>(3R,4S,5R,6R)-3,4,5-tris(triMethylsilyloxy)-6-((triMethylsilyloxy)Methyl)tetrahydro-2H-pyran-2-one

(3R,4S,5R,6R)-3,4,5-tris(triMethylsilyloxy)-6-((triMethylsilyloxy)Methyl)tetrahydro-2H-pyran-2-one

CAS No.
32384-65-9
Chemical Name:
(3R,4S,5R,6R)-3,4,5-tris(triMethylsilyloxy)-6-((triMethylsilyloxy)Methyl)tetrahydro-2H-pyran-2-one
Synonyms
2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone;D-Gluconic acid, 2,3,4,6-tetrakis-O-(triMethylsilyl)-, δ-lactone;Dagliptin Impurity;oxy)-6-((triMethyL;Cagliflozin Impurity 9;Englitazinintermediate;Dapagliflozin Impurity 12;Canagliflozin Related Impurity 9;(3R,4S,5R,6R)-3,4,5-tris(triMethyL;Boronicacid,B-(1,6-dihydro-6-oxo-9-pyridinyl)-
CBNumber:
CB32610563
Molecular Formula:
C18H42O6Si4
Molecular Weight:
466.87
MDL Number:
MFCD22665922
MOL File:
32384-65-9.mol
MSDS File:
SDS

(3R,4S,5R,6R)-3,4,5-tris(triMethylsilyloxy)-6-((triMethylsilyloxy)Methyl)tetrahydro-2H-pyran-2-one Properties

Boiling point 417℃
Density 0.97
Flash point 171℃
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
form Oil
color Colourless to Pale Yellow

(3R,4S,5R,6R)-3,4,5-tris(triMethylsilyloxy)-6-((triMethylsilyloxy)Methyl)tetrahydro-2H-pyran-2-one price More Price(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC T279540 2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone 32384-65-9 5g $65 2021-12-16 Buy
TRC T279540 2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone 32384-65-9 50g $185 2021-12-16 Buy
Biosynth Carbosynth MT08101 2,3,4,6-Tetra-O-trimethylsilyl-D-glucono-1,5-lactone 32384-65-9 10g $50 2021-12-16 Buy
Biosynth Carbosynth MT08101 2,3,4,6-Tetra-O-trimethylsilyl-D-glucono-1,5-lactone 32384-65-9 50g $150 2021-12-16 Buy
ChemScene CS-M2269 (3R,4S,5R,6R)-3,4,5-Tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one >97.0% 32384-65-9 100g $76 2021-12-16 Buy
Product number Packaging Price Buy
T279540 5g $65 Buy
T279540 50g $185 Buy
MT08101 10g $50 Buy
MT08101 50g $150 Buy
CS-M2269 100g $76 Buy

(3R,4S,5R,6R)-3,4,5-tris(triMethylsilyloxy)-6-((triMethylsilyloxy)Methyl)tetrahydro-2H-pyran-2-one Chemical Properties,Uses,Production

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.

Reference

  1. Guo, C.; Hu, M.; DeOrazio, R. J.; Usyatinsky, A.; Fitzpatrick, K.; Zhang, Z. J.; Maeng, J. H.; Kitchen, D. B.; Tom, S.; Luche, M.; Khmelnitsky, Y.; Mhyre, A. J.; Guzzo, P. R.; Liu, S., The design and synthesis of novel SGLT2 inhibitors: C-glycosides with benzyltriazolopyridinone and phenylhydantoin as the aglycone moieties. Bioorg. Med. Chem. 2014, 22, 3414-3422.
  2. S Thirumalai Rajan; Eswaraiah, S., Process for the preparation of (1S)-1,5-anhydro-1-C-[4-chloro-3-[(4-ethoxylphenyl)methyl]phenyl]-D-glucitol and its solvate thereof. US Patent 2015, WO 2015/132803 A2.
  3. Hrapchak, M.; Latli, B.; Wang, X. J.; Lee, H.; Campbell, S.; Song, J. J.; Senanayake, C. H., Synthesis of empagliflozin, a novel and selective sodium-glucose co-transporter-2 inhibitor, labeled with carbon-14 and carbon-13. J. Label. Compd. Radiopharm. 2014, 57, 687-694.
  4. Nomura, S.; Sakamaki, S.; Hongu, M.; Kawanishi, E.; Koga, Y.; Sakamoto, T.; Yamamoto, Y.; Ueta, K.; Kimata, H.; Nakayama, K.; Tsuda-Tsukimoto, M., Discovery of Canagliflozin, a Novel C-Glucoside with Thiophene Ring, as Sodium-Dependent Glucose Cotransporter 2 Inhibitor for the Treatment of Type 2 Diabetes Mellitus. J. Med. Chem. 2010, 53, 6355-6360.

Chemical Properties

Pale yellow oil

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.

(3R,4S,5R,6R)-3,4,5-tris(triMethylsilyloxy)-6-((triMethylsilyloxy)Methyl)tetrahydro-2H-pyran-2-one Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 364)Suppliers
Supplier Tel Email Country ProdList Advantage
Suzhou Xiaoli Pharmatech Co., Ltd.
+8618912617791 kjiang@xiaolitech.com China 320 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29789 60
Henan DaKen Chemical CO.,LTD.
+86-371-66670886 info@dakenchem.com China 16932 58
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497 sales01@cooperate-pharm.com CHINA 1811 55
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21975 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3012 60
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 E-mail:sales03@shyrchem.com sales03@shyrchem.com CHINA 738 60
ATK CHEMICAL COMPANY LIMITED
21-51619050 ivan@atkchemical.com China 31212 60
Anqing Chico Pharmaceutical Co., Ltd.
15380796838 chloewu@chicopharm.cn CHINA 341 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29922 58

View Lastest Price from (3R,4S,5R,6R)-3,4,5-tris(triMethylsilyloxy)-6-((triMethylsilyloxy)Methyl)tetrahydro-2H-pyran-2-one manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2022-11-26 2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone
32384-65-9
US $0.00 / kg 1kg 95% 500kg Shanghai Joiny Pharmaceutical Co.,LTD
2022-10-19 2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone
32384-65-9
US $0.00 / kg 25kg 98%-99% Inquiry PNP Biotech Co. Ltd
2022-09-28 (3R,4S,5R,6R)-3,4,5-tris(triMethylsilyloxy)-6-((triMethylsilyloxy)Methyl)tetrahydro-2H-pyran-2-one
32384-65-9
US $0.00-0.00 / kg 1kg 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
(3R,4S,5R,6R)-3,4,5-tris(triMethylsilyloxy)-6-((triMethylsilyloxy)Methyl)tetrahydro-2H-pyran-2-one (3R,4S,5R,6R)-3,4,5-Tris[(trimethylsilyl)oxy]-6-[[(trimethylsilyl)oxy]methyl]tetrahydropyran-2-one D-2,3,4,6-Tetrakis-O-(trimethylsilyl)-gluconic acid delta-lactone 2,3,4,6-Tetrakis-O-triMethylsilyl-D-gluconolactoe D-Gluconic acid, 2,3,4,6-tetrakis-O-(triMethylsilyl)-, d-lactone 2,3,4,6-tetrakis-O-trimethylsilyl-D-glucono1,5 lactone (3R,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-(trimethylsilyloxymethyl)oxan-2-one 2,3,4,6-Tetra-O-(trimethylsilyl)-D-glucono-1,5-lactone Dapagliflozin Impurity 12 Cagliflozin Impurity 9 32384-65-9 2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone (3R,4S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-(trimethylsilyloxymethyl)oxan-2-one 32384-65-9 (3R,4S,5R,6R)-3,4,5-tris(trimethylsilyl)oxy)-6-((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one 97% 2,3,4,6-Tetra-O-(trimethylsilyl)-D-glucono-delta-lactone (3R,4S,5R,6R)-3,4,5-tris(trimethylsilyloxy)-6-(trimethylsilyloxymethyl)oxan Dagliptin Impurity (3R,4S,5R,6R)-3,4,5-tris(triMethyL oxy)-6-((triMethyL Canagliflozin Related Impurity 9 2,3,4,6, tetrakis-O-(trimethylsilyl)-D-lactone, 2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone(For export only) (3R,4S,5R,6R)-3,4,5-tris(triMethylsilyloxy)-6-((triMethylsilyloxy)Methyl)tetrahydro-2H-pyran-2-one ISO 9001:2015 REACH Empagliflozin intermediates,2,3,4,6-Tetrakis-O-trimethylsilyl-D- gluconolactone 2,3,4,5-Tetrakis-O-trimethylsilyl-D-gluconolactone 5-tris(triMethylsilyloxy)-6-((triMethylsilyloxy)Methyl)tetrahydro-2H-pyran-2-one D-Gluconic acid, 2,3,4,6-tetrakis-O-(trimethylsilyl)-, .delta.-lactone 2,3,4,6-Tetra-O-(trimethylsilyl)-D-glucono-1,5-lactoneQ: What is 2,3,4,6-Tetra-O-(trimethylsilyl)-D-glucono-1,5-lactone Q: What is the CAS Number of 2,3,4,6-Tetra-O-(trimethylsilyl)-D-glucono-1,5-lactone Q: What is the storage condition of 2,3,4,6-Tetra-O-(trimethylsilyl)-D-glucono-1,5-lactone Q: What are the applications of 2,3,4,6-Tetra-O-(trimethylsilyl)-D-glucono-1,5-lactone 2,3,4,6-Tetrakis-O-trimethylsilyl-D-gluconolactone D-Gluconic acid, 2,3,4,6-tetrakis-O-(triMethylsilyl)-, δ-lactone 3,4,5-Tris[(trimethyl silyl)oxy]-6-{[(trimethylsilyl)oxy]methyl}tetrahydro-2H-pyron-2-one Englitazinintermediate Boronicacid,B-(1,6-dihydro-6-oxo-9-pyridinyl)- (3R,4S,5R,6R)-3,4,5-tri ((trimethyl) Methylsilane)oxy)-6-(((trimethylmethylmethyl Silic alkyl)oxy group) field group) four atmosphere-2H-pyrid N?m-2-ketone (3R, 4S, 5R, 6R)-3,4,5-tri ((trimethyl)Methylsilane)oxy)-6-(((trimethylmethylmethyl Silicyl)oxy)methyl)tetrahydr-2H-pyridium N?m-2-ketone (3R,4S,5R,6R)-3,4,5-tris(triMethylsilyloxy)-6-((triMethylsilyloxy)Methyl)tetrahydro-2H-pyran-2-one,95% 32384-65-9 32384-69-5 C18H42O6Si4