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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
Last updated:2026-09-12 18:49:12

Phenyl 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranoside Properties

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)  Exclamation Mark (GHS07)
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
Product number Packaging Price Buy
524387 5g $268 Buy
P1476 5g $118 Buy
P1476 25g $404 Buy
MP07071 5g $171.9 Buy
MP07071 10g $275 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

PHENYL-BETA-D-THIOGLUCOPYRANOSIDE

2936-70-1

Acetic anhydride

108-24-7

.alpha.-D-Glucopyranoside, phenyl 1-thio-, tetraacetate

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

Global Suppliers ( 109)
Supplier Tel Email 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
Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-β-D-glucopyranoside pictures 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
PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDE pictures 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
PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDE pictures 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
.beta.-D-Glucopyranoside, phenyl 1-thio-, tetraacetate 1-phenyl-1-thio-β-d-glucopyranoside tetraacetate Phenyl2,3,4,6-tetra-O-acetyl-b-D-thioglucopyranoside PHENYL-2,3,4,6-TETRA-O-ACETYL-1-THIO-SS-D-GLUCOPYRANOSIDE PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BET Phenyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranosid Phenyl 2,3,4,6-O-Tetraacetyl-1-thio-β-D-glucopyranoside Phenyl 2,3,4,6-tetra-O-acetyl-β-D-thioglucopyranoside ,98% Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-β-D-glucopyranoside Pheny 2,3,4,6-tetra-O-acetyl-β-D-thioglucopyranoside β-D-Glucopyranoside, phenyl 1-thio-2,3,4,6-tetraacetate Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-&beta Phenyl 2,3,4,6-Tetra-O-acetyl-beta-D-thioglucopyranoside Phenyl 2,3,4,6-tetra-O-acetyl-β-D-thioglucopyranoside Pheny 2,3,4,6-tetra-O-acetyl-β-D-thioglucopyranosi b-D-Glucopyranoside, phenyl1-thio-, 2,3,4,6-tetraacetate [3,4,5-TRIS(ACETYLOXY)-6-(PHENYLSULFANYL)OXAN-2-YL]METHYL ACETATE Phenyl2,3,4,6-Tetra-O-acetyl-1-thio-β-D-glucopyranoside> Phenyl 2,3,4,6-tetra-O-acetyl-1- thio-β-D-glucopyranoside PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDE USP/EP/BP [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-phenylsulfanyloxan-2-yl]methyl acetate Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-β-D-glucopyranoside, ≥ 98.0% 1-Phenyl-1-thio-beta-D-glucopyranoside tetraacetate (2R,3R,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(phenylsulfanyl)oxan-2-yl]methyl acetate 1-Phenyl-1-thio-β-D-glucopyranoside tetraacetate 1-Phenyl-1-thio-β-D-glucopyranoside tetraacetate, CAS 23661-28-1 Pheny 2,3,4,6-tetra-O-acetyl-β-D-th Phenyl 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranoside 23661-28-1 C20H24O9S Carbohydrate Synthesis Monosaccharides Specialty Synthesis Sugars Glycosyl Donors Thioglycosides Carbohydrates Thioglycosides Carbohydrate Synthesis Monosaccharides Specialty Synthesis Biochemistry Glucose Glycosyl Donors Sugars