ChemicalBook > CAS DataBase List > 9-[2,3,5-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL]-2,6-DICHLOROPURINE

9-[2,3,5-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL]-2,6-DICHLOROPURINE

Product Name: 9-[2,3,5-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL]-2,6-DICHLOROPURINE
CAS No.: 3056-18-6
Chemical Name: 9-[2,3,5-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL]-2,6-DICHLOROPURINE
Synonyms: BINO-004;NSC 76763;Regadenoson Impurity 42;2-Chloroadenosine impurity B;2',3',5'-Tri-O-Acetyl-2,6-Dichloropurine;2,6-DCl-2′,,3′,,5′,-TAc-PuR;2,6-Dichloro-2',3',5'-triacetyl-purineriboside;2,6-Dichloro-2',3',5'-triacetyl-purine riboside;9-[2,3,5-tri-O-acetyl--D-ribofuranosyl]-2,6-dichloropurine;2,6-dichloro-9-(2,3,5-tri-O-acetylpentofuranosyl)-9H-purine
CBNumber: CB51092672
Molecular Formula: C16H16Cl2N4O7
Formula Weight: 447.23
MOL File: 3056-18-6.mol

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9-[2,3,5-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL]-2,6-DICHLOROPURINE Property

Melting point:: 158-159°C
Boiling point:: 555.3±60.0 °C(Predicted)
Density: 1.69±0.1 g/cm3(Predicted)
storage temp.: -20°C Freezer
solubility: Chloroform (Slightly), DMSO (Slightly)
form: Solid
pka: -1.40±0.10(Predicted)
color: Off-White to Pale Yellow

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Safety

HS Code: 29335990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P322Specific measures (see …on this label).

P330Rinse mouth.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC

Product number: D435850
Product name: 2,6-Dichloro-9-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)purine
Packaging: 500mg
Price: $90
Updated: 2021/12/16

TRC

Product number: D435850
Product name: 2,6-Dichloro-9-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)purine
Packaging: 1g
Price: $145
Updated: 2021/12/16

TRC

Product number: D435850
Product name: 2,6-Dichloro-9-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)purine
Packaging: 2g
Price: $240
Updated: 2021/12/16

TRC

Product number: D435850
Product name: 2,6-Dichloro-9-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)purine
Packaging: 5g
Price: $380
Updated: 2021/12/16

AK Scientific

Product number: AMTNS014
Product name: 2,6-Dichloro-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)purine
Packaging: 5g
Price: $89
Updated: 2021/12/16

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9-[2,3,5-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL]-2,6-DICHLOROPURINE Chemical Properties,Usage,Production

Chemical Properties

Off-White to Pale Yellow Solid

Uses

Protected nucleoside.

Synthesis

16321-99-6

3056-18-6

Synthesis of (2R,3R,4R,5R)-2-(acetyloxymethyl)-5-(2-amino-6-chloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate from (2R,3R,4R,5R)-2-(acetyloxymethyl)-5-(2,6-dichloro-9H-purin-9-yl)tetrahydrofuran-3,4-diacetic acid di-ester The general procedure was as follows: isoamyl nitrite (165 g, 1.41 mol) was dissolved in dichloromethane (500 mL) and stirred at 0 to 5 °C. Subsequently, trimethylchlorosilane (76 g, 0.70 mol) was added, followed by a solution of Compound IV (100 g, 0.234 mol) in dichloromethane (500 mL). The mixture was added dropwise to the above reaction masterbatch, and after the dropwise addition was completed, the reaction continued to be stirred at the same temperature for 1 hour. After completion of the reaction, saturated sodium sulfite solution was added for quenching and partitioning. The organic phase obtained by separation was washed sequentially with aqueous sodium bicarbonate solution and saturated brine, then dried with anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure until no fraction evaporated. The residue was recrystallized by addition of dichloromethane (100 mL) and n-heptane (350 mL) to give the yellow solid compound V, 2,6-dichloro-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)purine (86 g, 82% yield).

References

[1] Journal of Organic Chemistry, 2003, vol. 68, # 2, p. 666 - 669
[2] Canadian Journal of Chemistry, 1981, vol. 59, # 17, p. 2608 - 2611
[3] Patent: CN106397516, 2017, A. Location in patent: Paragraph 0029; 0030; 0080; 0081; 0082; 0083
[4] Journal of Medicinal Chemistry, 1992, vol. 35, # 24, p. 4557 - 4561
[5] Journal of Organic Chemistry, 2002, vol. 67, # 19, p. 6788 - 6796

9-[2,3,5-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL]-2,6-DICHLOROPURINE Preparation Products And Raw materials

Raw materials

Preparation Products

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9-[2,3,5-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL]-2,6-DICHLOROPURINE Suppliers

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View Lastest Price from 9-[2,3,5-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL]-2,6-DICHLOROPURINE manufacturers

Moxin Chemicals

Product: Regadenoson Impurity29 3056-18-6
Price: US $0.00-0.00/mg
Min. Order: 10mg
Purity: 99%+ HPLC
Supply Ability: 1000
Release date: 2025-06-16

Career Henan Chemical Co

Product: 9-[2,3,5-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL]-2,6-DICHLOROPURINE 3056-18-6
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98% HPLC
Supply Ability: 10 tons
Release date: 2020-03-04

3056-18-6, 9-[2,3,5-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL]-2,6-DICHLOROPURINERelated Search:

6-Chloropurine ribonucleoside 6-Chloro-9-Ethyl-9H-Purine 2-chloro-9-methyl-9H-purine 6-CHLORO-9-(5-DEOXY-D-RIBOFURANOSYL)PURINE 2,6-Dichloropurine 2,6-Dichloropurine riboside 6-CHLORO-9-METHYLPURINE 2,6-Dichloropurine-2'-deoxyriboside 9-[2,3,5-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL]-2,6-DICHLOROPURINE 6-CHLOROPURINE-2'-DEOXYRIBOSIDE

NSC 76763

[3,4-Bis(acetyloxy)-5-(2,6-dichloro-9H-purin-9-yl)oxolan-2-yl]methyl acetate

[(2R,3R,4R,5R)-3,4-diacetyloxy-5-(2,6-dichloropurin-9-yl)oxolan-2-yl]methyl acetate

2',3',5'-Tri-O-Acetyl-2,6-Dichloropurine

[3,4-BIS(ACETYLOXY)-5-(2,6-DICHLOROPURIN-9-YL)OXOLAN-2-YL]METHYL ACETATE

2R,3R,4R,5R)-4-(acetyloxy)-2-[(acetyloxy)methyl]-5-(2,6-dichloro-9H-purin-9-yl)tetrahydro-3-furanyl acetate

9H-Purine, 2,6-dichloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-

(2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(2,6-dichloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate

9-[2,3,5-TRI-O-ACETYL-SS-D-RIBOFURANOSYL]-2,6-DICHLOROPURINE

2,6-DICHLORO-9-(2,3,5-TRI-O-ACETYL-B-D-RIBOFURANOSYL)-9H-PURINE

[4-acetyloxy-5-(acetyloxymethyl)-2-(2,6-dichloropurin-9-yl)oxolan-3-yl] acetate

[4-acetyloxy-5-(acetyloxymethyl)-2-(2,6-dichloropurin-9-yl)oxolan-3-yl] ethanoate

acetic acid [4-acetoxy-5-(acetoxymethyl)-2-(2,6-dichloropurin-9-yl)tetrahydrofuran-3-yl] ester

9-[2,3,5-TRI-O-ACETYL-BETA-D-RIBOFURANOSYL]-2,6-DICHLOROPURINE

9-[2,3,5-tri-O-acetyl--D-ribofuranosyl]-2,6-dichloropurine

[3,4-diacetyloxy-5-(2,6-dichloropurin-9-yl)oxolan-2-yl]methyl acetate

BINO-004

2,6-Dichloro-9-(2’,3’,5’-tri-O-acetyl-β-D-ribofuranosyl)purine

9H-Purine,2,6-dichloro-9-(2,3,5-tri-O-acetyl-b-D-ribofuranosyl)-

2,6-Dichloro-2',3',5'-triacetyl-purine riboside

2,6-Dichloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine

2,6-dichloro-9-(2,3,5-tri-O-acetylpentofuranosyl)-9H-purine

2,6-Dichloro-2',3',5'-triacetyl-purineriboside

2-Chloroadenosine impurity B

2,6-Dichloro-9-(2',3',5'-tri-O-acetyl-b-D-ribofuranosyl)purine

Regadenoson Impurity 42

2,6-DCl-2&#8242,,3&#8242,,5&#8242,-TAc-PuR

2,6-Dichloro-9-(2′,3′,5′-tri-O-acetyl-β-D-ribofuranosyl)purine, CAS 3056-18-6

3056-18-6

C16H16Cl2N4O7

Bases & Related Reagents

Heterocycles

Nucleotides