2-CHLORO-9-(2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSYL)ADENINE

Product Name: 2-CHLORO-9-(2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSYL)ADENINE
CAS No.: 24639-06-3
Chemical Name: 2-CHLORO-9-(2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSYL)ADENINE
Synonyms: 100684;NSC 164687;2-Chloro-2',3'-O-isopropylideneadenosine;2-Chloro-2',3'-O-isopropylidene-D-adenosine;2-Chloro-2',3'-O-(1-Methylethylidene)adenosine;Adenosine, 2-chloro-2',3'-O-(1-methylethylidene)-;2-Chloroadenosine-2′,3′-acetonide, CAS 24639-06-3;2-chloro-9-(2,3-o-isopropylidene-β-d-ribofuranosyl)adenine;2-CHLORO-9-(2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSYL)ADENINE;((3AR,4R,6R,6aR)-6-(6-Amino-2-chloro-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]diox
CBNumber: CB11091334
Molecular Formula: C13H16ClN5O4
Formula Weight: 341.75
MOL File: 24639-06-3.mol

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2-CHLORO-9-(2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSYL)ADENINE Property

Melting point:: 186-187°C
Boiling point:: 556.1±60.0 °C(Predicted)
Density: 1.90±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,2-8°C
solubility: soluble in Acetone, DMF, DMSO, Methanol
form: Solid
pka: 14.14±0.10(Predicted)
color: White

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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

Biosynth Carbosynth

Product number: NC06329
Product name: 2-Chloro-2',3'-O-isopropylideneadenosine
Packaging: 100mg
Price: $195
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NC06329
Product name: 2-Chloro-2',3'-O-isopropylideneadenosine
Packaging: 50mg
Price: $132
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NC06329
Product name: 2-Chloro-2',3'-O-isopropylideneadenosine
Packaging: 250mg
Price: $375
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: NUC0001440
Product name: 2-CHLORO-2',3'-O-ISOPROPYLIDENE-ADENOSINE
Purity: 95.00%
Packaging: 1G
Price: $494.55
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NC06329
Product name: 2-Chloro-2',3'-O-isopropylideneadenosine
Packaging: 500mg
Price: $720
Updated: 2021/12/16

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2-CHLORO-9-(2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSYL)ADENINE Chemical Properties,Usage,Production

Chemical Properties

White Soild

Uses

nucleoside analogue

Synthesis

146-77-0

77-76-9

24639-06-3

The reaction of 2-chloroadenosine (Ila, 20 g, 66.3 mmol), 2,2-dimethoxypropane (DMOP, 60 mL) and 70% wt aqueous hydrochloric acid solution (3 mL) was stirred at room temperature for 8 h under nitrogen atmosphere. Subsequently, the pH of the reaction mixture was adjusted to 7-9 by slow addition of saturated aqueous sodium bicarbonate solution (about 120 mL). the mixture was stirred in an ice bath for 2 h. The mixture was subjected to filtration, and the filter cake was washed with water (50 mL), followed by drying under vacuum at 50 °C for 6 h to afford the title compound (Formula 11b) with 99% purity and 88% yield. The product was characterized by 1H NMR (400 MHz, DMSO-d6) and 13C NMR (100 MHz, DMSO-d6) with the following data: 1H NMR δ 8.36 (s, 1H), δ 7.87 (s, 2H), δ 6.06 (d, J = 2.4 Hz, 1H), δ 5.28 (dd, J = 6 Hz, 2.4 Hz, 1H), δ 5.08 (t, J = 5.6Hz, 1H), δ4.94 (dd, J = 6Hz, 2Hz, 1H), δ4.21 (m, 1H), δ3.54 (m, 2H), δ1.54 (s, 3H), δ1.33 (s, 3H); 13C NMR δ157.3, 153.6, 150.4, 140.4, 118.6, 113.6, 89.8, 87.2, 83.9, 81.7, 62.0, 27.5, 25.7.

References

[1] Nucleosides and Nucleotides, 1999, vol. 18, # 10, p. 2175 - 2191
[2] Patent: WO2015/85497, 2015, A1. Location in patent: Paragraph 0041-0044
[3] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 15, p. 4556 - 4560
[4] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 1, p. 85 - 89
[5] Journal of Medicinal Chemistry, 1990, vol. 33, # 7, p. 1919 - 1924

2-CHLORO-9-(2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSYL)ADENINE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-CHLORO-9-(2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSYL)ADENINE Suppliers

Canada 1 China 25 India 2 Switzerland 1 United Kingdom 3 United States 7 Global 39

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24639-06-3, 2-CHLORO-9-(2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSYL)ADENINERelated Search:

2-CHLORO-9-(2-3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSYLURONIC ACID)ADENINE 2-Chloroadenosine Cladribine 2',3'-O-Isopropylideneadenosine 2-chloro-2',3'-dideoxyadenosine 2-CHLORO-9-(2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSYL)ADENINE

2-CHLORO-9-(2,3-O-ISOPROPYLIDENE-BETA-D-RIBOFURANOSYL)ADENINE

2-Chloro-2',3'-O-isopropylidene-D-adenosine

2-Chloro-2',3'-O-isopropylideneadenosine

((3AR,4R,6R,6aR)-6-(6-Amino-2-chloro-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]diox

2-Chloro-2',3'-O-(1-Methylethylidene)adenosine

NSC 164687

((3aR,4R,6R,6aR)-6-(6-aMino-2-chloro-9H-purin-9-yl)-2,2-diMethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)Methanol

100684

2-chloro-9-(2,3-o-isopropylidene-β-d-ribofuranosyl)adenine

[(3aR,4R,6R,6aR)-4-(6-amino-2-chloropurin-9-yl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methanol

Adenosine, 2-chloro-2',3'-O-(1-methylethylidene)-

(3aR,4R,6R,6aR)-6-(6-amino-2-chloro-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]methanol

2-Chloroadenosine-2′,3′-acetonide, CAS 24639-06-3

24639-06-3

Heterocycles

Nucleotides