PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDE

Product Name: 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
Formula Weight: 440.46
MOL File: 23661-28-1.mol

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PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDE Property

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
InChIKey: JCKOUAWEMPKIAT-WTJXOVOXSA-N
CAS DataBase Reference: 23661-28-1

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Safety

Safety Statements: 24/25
WGK Germany: 3
HS Code: 29329990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 524387
Product name: 1-Phenyl-1-thio-β-D-glucopyranoside tetraacetate
Purity: 97%
Packaging: 5g
Price: $268
Updated: 2022/05/15

TCI Chemical

Product number: P1476
Product name: Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-beta-D-glucopyranoside
Purity: >98.0%(HPLC)
Packaging: 5g
Price: $147
Updated: 2025/07/31

TCI Chemical

Product number: P1476
Product name: Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-beta-D-glucopyranoside
Purity: >98.0%(HPLC)
Packaging: 25g
Price: $505
Updated: 2025/07/31

Usbiological

Product number: 294419
Product name: Phenyl 2,3,4,6-tetra-O-acetyl-b-D-thioglucopyranoside
Packaging: 1g
Price: $340
Updated: 2021/12/16

TRC

Product number: A171208
Product name: (2R,3R,4S,5R,6S)-2-(Acetoxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triylTriacetate
Packaging: 500mg
Price: $90
Updated: 2021/12/16

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PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDE Chemical Properties,Usage,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

Raw materials

Preparation Products

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PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDE Suppliers

Americas 1 China 79 China Hong Kong 1 Germany 2 India 4 Japan 2 Switzerland 1 United Kingdom 2 United States 11 Global 103

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View Lastest Price from PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDE manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-β-D-glucopyranoside 23661-28-1
Price: US $0.00/G
Min. Order: 10G
Purity: 98%min
Supply Ability: 30kg/month
Release date: 2023-02-15

Hebei Chuanghai Biotechnology Co., Ltd

Product: PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDE 23661-28-1
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-15

GlycoPharm.LLC

Product: Phenyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-gluco- pyranoside 23661-28-1
Price: US $0.00/g/bag
Min. Order: 25g/bag
Purity: 97%HPLC
Supply Ability: MG-KG
Release date: 2020-03-14

23661-28-1, PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDERelated Search:

PHENYL 1-THIO-BETA-D-GALACTOPYRANOSIDE Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-a-D-mannopyranoside a-D-Mannopyranoside, phenyl 2,3,4,6-tetrakis-O-(phenylMethyl)-1-thio- Phenyl2,3,4,6-tetra-O-benzyl-b-D-thiogalactopyranoside .beta.-D-Glucopyranoside, phenyl 2,3,4,6-tetrakis-O-(phenylmethyl)-1-thio- PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GALACTOPYRANOSIDE Phenyl-α-D-thio-mannopyranosid METHYL 2,3,4-TRI-O-BENZOYL-ALPHA-D-GLUCOPYRANOSIDE PHENYL-BETA-D-THIOGLUCOPYRANOSIDE METHOXYMETHYL PHENYL SULFIDE 1-THIO-BETA-D-GLUCOSE TETRAACETATE PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDE METHYL-BETA-D-THIOGLUCOPYRANOSIDE 4'-Nitrophenyl-2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranosid METHYL 2,3,4,6-TETRA-O-ACETYL-BETA-D-THIOGLUCOPYRANOSIDE

PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GLUCOPYRANOSIDE

.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-<i>O</i>-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&gt

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-<sc>D</sc>-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

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