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ChemicalBook >> CAS DataBase List >>2,3,5-Tri-O-acetyl-6-chloropurine-9--D-ribofuranoside

2,3,5-Tri-O-acetyl-6-chloropurine-9--D-ribofuranoside

2,3,5-Tri-O-acetyl-6-chloropurine-9--D-ribofuranoside Structure
2,3,5-Tri-O-acetyl-6-chloropurine-9--D-ribofuranoside structure
CAS No.
5987-73-5
Chemical Name:
2,3,5-Tri-O-acetyl-6-chloropurine-9--D-ribofuranoside
Synonyms
NSC 281799;Adenosine Related Compound 5;Rho-GTPase cell protein inhibitor;6-Chloropurine riboside triacetate;2',3',5'-O-triacetyl-6-chloroinosine;2',3',5'-O-triacetyl-6-chloroinosine;2',3',5'-Tri-O-acetyl-6-chloronebularine;2,3,5-TRI-O-ACETYL-6-CHLOROPURINE-9-?-D-RIBOFURANOSIDE;2,3,5-Tri-O-acetyl-6-chloropurine-9-β-D-ribofuranoside;6-Chloro-9-(2,3,5-tri-O-acetyl-β-D- ribofuranosyl)purine
CBNumber:
CB9649956
Molecular Formula:
C16H17ClN4O7
Molecular Weight:
412.78
MDL Number:
MFCD09841351
MOL File:
5987-73-5.mol
MSDS File:
SDS
Last updated:2026-09-12 18:56:33
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2,3,5-Tri-O-acetyl-6-chloropurine-9--D-ribofuranoside Properties

Melting point 161-162°C
Boiling point 560.9±60.0 °C(Predicted)
Density 1.62±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Chloroform, Methanol (Sparingly)
form Oil
pka 0.76±0.10(Predicted)
color Light Yellow
optical activity -19.23°(C=1.00g/100mL, MEOH, 589nm)
InChI InChI=1/C16H17ClN4O7/c1-7(22)25-4-10-12(26-8(2)23)13(27-9(3)24)16(28-10)21-6-20-11-14(17)18-5-19-15(11)21/h5-6,10,12-13,16H,4H2,1-3H3/t10-,12-,13-,16-/s3
InChIKey INOTYVPMBNDAFK-UARIJUISNA-N
SMILES O1[C@@H](N2C3C(=C(Cl)N=CN=3)N=C2)[C@H](OC(=O)C)[C@H](OC(=O)C)[C@H]1COC(C)=O |&1:1,12,17,22,r|

2,3,5-Tri-O-acetyl-6-chloropurine-9--D-ribofuranoside price More Price(50)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 296488 9-(2',3',5'-Tri-O-acetyl-b-D-ribofuranosyl)-6-chloropurine Asreported 5987-73-5 25g $582 2026-06-03 Buy
Usbiological 296488 9-(2',3',5'-Tri-O-acetyl-b-D-ribofuranosyl)-6-chloropurine Asreported 5987-73-5 50g $749 2026-06-03 Buy
Usbiological 296488 9-(2',3',5'-Tri-O-acetyl-b-D-ribofuranosyl)-6-chloropurine Asreported 5987-73-5 100g $1088 2026-06-03 Buy
Usbiological 296488 9-(2',3',5'-Tri-O-acetyl-b-D-ribofuranosyl)-6-chloropurine Asreported 5987-73-5 250g $1763 2026-06-03 Buy
Usbiological 296488 9-(2',3',5'-Tri-O-acetyl-b-D-ribofuranosyl)-6-chloropurine Asreported 5987-73-5 500g $2726 2026-06-03 Buy
Product number Packaging Price Buy
296488 25g $582 Buy
296488 50g $749 Buy
296488 100g $1088 Buy
296488 250g $1763 Buy
296488 500g $2726 Buy

2,3,5-Tri-O-acetyl-6-chloropurine-9--D-ribofuranoside Chemical Properties, Uses, Production

Chemical Properties

Colourless Crystalline Powder

Uses

2,3,5-Tri-O-acetyl-6-chloropurine-9-β-D-ribofuranoside is a nucleoside compound with inhibitory activity on a rho-GTPase cell protein.

Synthesis

2',3',5'-Tri-O-acetylinosine

3181-38-2

2,3,5-TRI-O-ACETYL-6-CHLOROPURINE-9--D-RIBOFURANOSIDE

5987-73-5

GENERAL STEPS: (2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(6-oxo-1H-purin-9(6H)-yl)tetrahydrofuran-3,4-diyl diacetate (5.00 g, 12.68 mmol, 1.00 eq.), benzyltriethylammonium chloride (5.77 g, 25.36 mmol, 2.00 eq.) and N,N- dimethylaniline (1.8 mL, 13.94 mmol, 1.10 equiv) were dissolved in 50 mL of anhydrous acetonitrile. The reaction mixture was placed in a preheated oil bath (70°C) and trichlorophosphorus (5.9 mL, 63.40 mmol, 5.00 eq.) was slowly added dropwise and stirred at the same temperature for 2 hours. After completion of the reaction, the solvent and the remaining phosphorous trichloride were removed under reduced pressure (high vacuum, 70°C). The residue was poured into a chloroform/ice mixture and stirred for 20 minutes. The organic phase was separated and the aqueous phase was extracted with chloroform three times. The organic phases were combined and washed with 5% sodium bicarbonate solution until the aqueous layer was weakly basic. Subsequently, the organic phases were separated, dried with anhydrous magnesium sulfate and concentrated under reduced pressure to remove the solvent. Purification by silica gel column chromatography (eluent: ethyl acetate) afforded the target product (2R,3R,4R,5R)-2-(acetyloxymethyl)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-3,4-diacetic acid diester (Compound 17) as a yellow oil (5.23 g, quantitative yield).

References

[1] Beilstein Journal of Organic Chemistry, 2018, vol. 14, p. 1563 - 1569
[2] Russian Journal of Bioorganic Chemistry, 1999, vol. 25, # 9, p. 603 - 611
[3] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 23, p. 6736 - 6739
[4] Patent: WO2005/84653, 2005, A2. Location in patent: Page/Page column 42
[5] British Journal of Pharmacology, 2017, vol. 174, # 14, p. 2287 - 2301

2,3,5-Tri-O-acetyl-6-chloropurine-9--D-ribofuranoside Preparation Products And Raw materials

Raw materials

6-Chloropurine 2',3',5'-Tri-O-acetylinosine beta-D-Ribofuranose 1,2,3,5-tetraacetate trichlorophosphate Benzyltriethylammonium chloride
N,N-Dimethylaniline

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Preparation Products

2-(6-ethylaminopurin-9-yl)-5-(hydroxymethyl)oxol 6-Chloropurine ribonucleoside S-(4-Nitrobenzyl)-6-thioinosine 6-hydroxymethylpurine riboside 6-S-(4-Chlorophenyl)-6-thio-inosine 2',3',5'-Triacetate

2,3,5-Tri-O-acetyl-6-chloropurine-9--D-ribofuranoside Suppliers

Global Suppliers ( 61)
Supplier Tel Email Country ProdList Advantage
Beijing Kemaiqi Medical Technology Co., LTD 15910349257 15910349257 245546570@qq.com China 1564 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Chemsky（shanghai）International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
Bide Pharmatech Ltd. 400-164-7117 18317119277 product02@bidepharm.com China 40000 60
BeiJing TOP Science Bio-Technology Co., Ltd. +86-13439059536 +86-15201677815 2638315663@qq.com China 292 58
Quality Control Solutions Ltd. 0755-66853366 13670046396 orders@qcsrm.com China 18188 56
Wuhu Nuowei Chemical Technology Co., Ltd 0553-8233716 18055326116 sales@nuowei-chem.com China 742 55
Amadis Chemical Company Limited 571-89925085 sales@amadischem.com China 131885 58
Aikon International Limited 025-66061636 19370895928 qqyang@aikonchem.com China 15810 58
Shanghai Jizhi Biochemical Technology Co. Ltd. 021-4009004166/18616739031 18616739031 3007523370@qq.com China 40000 58
Supplier Advantage
Beijing Kemaiqi Medical Technology Co., LTD 58
J & K SCIENTIFIC LTD. 76
Chemsky（shanghai）International Co.,Ltd. 50
Bide Pharmatech Ltd. 60
BeiJing TOP Science Bio-Technology Co., Ltd. 58
Quality Control Solutions Ltd. 56
Wuhu Nuowei Chemical Technology Co., Ltd 55
Amadis Chemical Company Limited 58
Aikon International Limited 58
Shanghai Jizhi Biochemical Technology Co. Ltd. 58

View Latest Price from 2,3,5-Tri-O-acetyl-6-chloropurine-9--D-ribofuranoside manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,3,5-TRI-O-ACETYL-6-CHLOROPURINE-9-?-D-RIBOFURANOSIDE pictures 2020-03-05 2,3,5-TRI-O-ACETYL-6-CHLOROPURINE-9-?-D-RIBOFURANOSIDE
5987-73-5
 $1.00 1KG 98% HPLC 10 tons Career Henan Chemical Co

2,3,5-Tri-O-acetyl-6-chloropurine-9--D-ribofuranoside Spectrum

2,3,5-TRI-O-ACETYL-6-CHLOROPURINE-9--D-RIBOFURANOSIDE(5987-73-5)1HNMR

5987-73-5 (2,3,5-Tri-O-acetyl-6-chloropurine-9--D-ribofuranoside) Related Search:

6-Chloropurine (R, S)-Adenosyl-L-Methionine ADENOSINE 5'-TRIPHOSPHATE DISODIUM SAL& Adenosine-5'-diphosphate disodium salt Islatravir
ADENOSINE5'-MONOPHOSPHATESODIUMSALT 8-AMino[1”-(N”-dansyl)-4”-aMinobutyl]-5'-(1-aziridinyl)-5'-deoxy Adenosine Ademetionine 1,4-butanedisulfonate (S, S)-Adenosyl-L-Methionine Decarboxy-S-adenosylmethionine
Adenosine 5'-monophosphate S-Adenosyl-L-methionine Disulfate Tosylate Ademetionine 5'-Deoxy-5'-methylthioadenosine 2-methylthio-N-6-isopentenyladenosine
Adenosine-13C5 2'-O-MB-CAMP SODIUM SALT Adenosine Related Compound 1

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2',3',5'-O-triacetyl-6-chloroinosine 2,3,5-TRI-O-ACETYL-6-CHLOROPURINE-9-?-D-RIBOFURANOSIDE 9-(2',3',5'-Tri-O-acetyl-b-D-ribofuranosyl)-6-chloropurine 2',3',5'-Tri-O-acetyl-6-chloronebularine 6-Chloro-9-(2,3,5-tri-O-acetyl-β-D- ribofuranosyl)purine 6-Chloro-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)purine 6-Chloro-9-β-D-ribofuranosyl-9H-purine 2',3',5'-Triacetate NSC 281799 9-(2',3',5'-Tri-O-acetyl-beta-D-ribofuranosyl)-6-chloropurine (2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate 6-Chloro-9-(2',3',5'-tri-O-acetyl-beta-D-ribofuranosyl)purine 6-Chloro-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)purine 6-Chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-9H-purine 2,3,5-Tri-O-acetyl-6-chloropurine-9-β-D-ribofuranoside (~90%) Adenosine Related Compound 5 2,3,5-Tri-O-acetyl-6-chloropurine-9-β-D-ribofuranoside 9H-Purine, 6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)- (2R,3R,4R,5R)-3,4-bis(acetyloxy)-5-(6-chloro-9H-purin-9-yl)oxolan-2-yl]methyl acetate [3,4-BIS(ACETYLOXY)-5-(6-CHLOROPURIN-9-YL)OXOLAN-2-YL]METHYL ACETATE 2',3',5'-O-triacetyl-6-chloroinosine 6-Chloropurine riboside triacetate 9-(2',3',5'-Tri-O-acetyl-β-D-ribofuranosyl)-6-chloropurine 2,3,5-Tri-O-acetyl-6-chloropurine-9-beta-D-ribofuranoside (~90%) Rho-GTPase cell protein inhibitor 5987-73-5 C16H17ClN4O7 Bases & Related Reagents Nucleotides Carbohydrates & Derivatives