Phenyl 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranoside
- CAS No.
- 23661-28-1
- Chemical Name:
- Phenyl 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranoside
- Synonyms
- Pheny 2,3,4,6-tetra-O-acetyl-β-D-th;PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BET;1-phenyl-1-thio-β-d-glucopyranoside tetraacetate;Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-βPheny 2,3,4,6-tetra-O-acetyl-β-D-thioglucopyranosi;1-Phenyl-1-thio-beta-D-glucopyranoside tetraacetate;Pheny 2,3,4,6-tetra-O-acetyl-β-D-thioglucopyranoside;Phenyl2,3,4,6-tetra-O-acetyl-b-D-thioglucopyranoside;Phenyl 2,3,4,6-tetra-O-acetyl-β-D-thioglucopyranoside;.beta.-D-Glucopyranoside, phenyl 1-thio-, tetraacetate
- CBNumber:
- CB1372579
- Molecular Formula:
- C20H24O9S
- Molecular Weight:
- 440.47
- MDL Number:
- MFCD00135159
- MOL File:
- 23661-28-1.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 116-119 °C(lit.) |
|---|---|
| Boiling point | 514.6±50.0 °C(Predicted) |
| Density | 1.31±0.1 g/cm3(Predicted) |
| storage temp. | Inert atmosphere,Store in freezer, under -20°C |
| solubility | slightly sol. in Chloroform |
| form | Powder |
| color | White to Off-white |
| optical activity | [α]20/D 14°, c = 2 in chloroform |
| InChI | 1S/C20H24O9S/c1-11(21)25-10-16-17(26-12(2)22)18(27-13(3)23)19(28-14(4)24)20(29-16)30-15-8-6-5-7-9-15/h5-9,16-20H,10H2,1-4H3/t16-,17-,18+,19-,20+/m1/s1 |
| InChIKey | JCKOUAWEMPKIAT-WTJXOVOXSA-N |
| SMILES | CC(=O)OC[C@H]1O[C@@H](Sc2ccccc2)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O |
| CAS DataBase Reference | 23661-28-1 |
| UNSPSC Code | 12352200 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
| PPE | Eyeshields, Gloves, type N95 (US) |
| Safety Statements | 24/25 |
| WGK Germany | 3 |
| HS Code | 29329990 |
| Storage Class | 13 - Non Combustible Solids |
Phenyl 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranoside price More Price(50)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 524387 | 1-Phenyl-1-thio-β-D-glucopyranoside tetraacetate 97% | 23661-28-1 | 5g | $268 | 2022-05-15 | Buy |
| TCI Chemical | P1476 | Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-beta-D-glucopyranoside >98.0%(HPLC) | 23661-28-1 | 5g | $118 | 2026-04-30 | Buy |
| TCI Chemical | P1476 | Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-beta-D-glucopyranoside >98.0%(HPLC) | 23661-28-1 | 25g | $404 | 2026-04-30 | Buy |
| Biosynth | MP07071 | Phenyl 2,3,4,6-tetra-O-acetyl-β-D-thioglucopyranoside | 23661-28-1 | 5g | $171.9 | 2026-06-04 | Buy |
| Biosynth | MP07071 | Phenyl 2,3,4,6-tetra-O-acetyl-β-D-thioglucopyranoside | 23661-28-1 | 10g | $275 | 2026-06-04 | Buy |
Phenyl 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranoside Chemical Properties, Uses, Production
Chemical Properties
White to off-white powder
Uses
Phenyl 2,3,4,6-tetra-O-acetyl-β-D-thioglucopyranoside, 98% (PTATG, 98%) can be used in glycobiology research.
Synthesis
2936-70-1
108-24-7
13992-16-0
General procedure: 1,4-Diazabicyclo[2.2.2]octane (DABCO, 1.0 mole equivalent) was added to a suspension of (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triol (10.0 g, 51.5 mmol) in acetic anhydride (1.2 mole equivalents/hydroxy group) The mixture was stirred at room temperature. The progress of the reaction was monitored by thin layer chromatography (TLC) and the eluent was ethyl acetate:hexane (2:3). Upon completion of the reaction, the mixture was poured into crushed ice and stirred for a few minutes to induce precipitation of (2R,3R,4S,5R,6R)-2-(acetyloxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyltriacetate, while the DABCO was dissolved in water (as confirmed by TLC and iodine vapor color development). The product was separated by diafiltration and subsequently washed with ice water and dried. The resulting product was pure enough to be used directly in the subsequent reaction in a yield of 18.3 g in 98% yield. Analytically pure samples can be obtained by recrystallization from 95% ethanol. It should be noted that the temperature of the reaction mixture increases during the addition of DABCO and stirring. In experiments on the scale of 10-20 g, this phenomenon favors a significant increase in the reaction rate. However, for larger scale reactions (50-100g and above), it is recommended to add DABCO in batches to avoid overheating the reaction mixture.
References
[1] Tetrahedron Letters, 2011, vol. 52, # 44, p. 5841 - 5846
[2] Carbohydrate Research, 2013, vol. 365, p. 14 - 19
[3] RSC Advances, 2015, vol. 5, # 15, p. 11687 - 11696
[4] Journal of the American Chemical Society, 1929, vol. 51, p. 3619,3623
Phenyl 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranoside Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Shanghai Harvest Chemical Industrial Co., Ltd. | 15721252604 17321035817 | sales@harvest-chem.com | China | 2829 | 64 |
| Hunan Hui Bai Shi Biotechnology Co., Ltd. | 0731-85526065 13308475853 | ivy@hnhbsj.com | China | 7236 | 62 |
| Nanjing Norris-Pharm Technology Co., Ltd | 13901585132 | sales@norris-pharm.com | China | 8869 | 55 |
| Shanghai Jian Chao Chemical Technology Co., Ltd. | 150-2103-5486 18017383231 | 983544897@qq.com | China | 9336 | 55 |
| TOKYO CHEMICAL INDUSTRY CO., LTD. | 03-36680489 | Sales-JP@TCIchemicals.com | Japan | 28364 | 80 |
| TCI AMERICA | 800-4238616 | sales@tciamerica.com | Americas | 23636 | 75 |
View Latest Price from Phenyl 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranoside manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2026-09-11 | Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-β-D-glucopyranoside
23661-28-1
|
10G | 98%min | 30kg/month | WUHAN FORTUNA CHEMICAL CO., LTD | ||
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2026-03-20 | PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDE
23661-28-1
|
$10.00 | 1KG | 99% | 10 mt | Hebei Chuanghai Biotechnology Co., Ltd | |
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2024-04-29 | PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDE
23661-28-1
|
$50.00 | 1kg | 99.10% | 50000kg | Ouhuang Engineering Materials (Hubei) Co., Ltd |
-

- Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-β-D-glucopyranoside
23661-28-1
- $0.00
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-

- PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDE
23661-28-1
- $10.00
- 99%
- Hebei Chuanghai Biotechnology Co., Ltd
-

- PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDE
23661-28-1
- $50.00
- 99.10%
- Ouhuang Engineering Materials (Hubei) Co., Ltd
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