[ CAS No. 168427-74-5 ] {[proInfo.proName]}

Name: 168427-74-5|(2R,3R,4R,5R)-5-(6-Amino-9H-purin-9-yl)-2-(hydroxymethyl)-4-(2-methoxyethoxy)tetrahydrofuran-3-ol|98%
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Quality Control of [ 168427-74-5 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 168427-74-5 ]

SDS Specification

Alternatived Products of [ 168427-74-5 ]

Product Details of [ 168427-74-5 ]

CAS No. :	168427-74-5	MDL No. :	MFCD02682961
Formula :	C₁₃H₁₉N₅O₅	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	PUDXUJRJLRLJIU-QYVSTXNMSA-N
M.W :	325.32	Pubchem ID :	11393191
Synonyms :		Chemical Name :	(2R,3R,4R,5R)-5-(6-Amino-9H-purin-9-yl)-2-(hydroxymethyl)-4-(2-methoxyethoxy)tetrahydrofuran-3-ol

Safety of [ 168427-74-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 168427-74-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 168427-74-5 ]

[ 168427-74-5 ] Synthesis Path-Downstream 1~33

1
[ 39650-82-3 ]
[ 168427-74-5 ]
(2R,3R,4R,5R)-2-Hydroxymethyl-4-(2-methoxy-ethoxy)-5-{6-[1-methyl-pyrrolidin-(2E)-ylideneamino]-purin-9-yl}-tetrahydro-furan-3-ol [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1995,vol. 78,p. 486 - 504

2
[ 168427-73-4 ]
[ 168427-74-5 ]

Reference： [1]Helvetica Chimica Acta,1995,vol. 78,p. 486 - 504

3
[ 14316-61-1 ]
[ 168427-74-5 ]
N-{9-[(2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-2-phenoxy-acetamide [ No CAS ]

Reference： [1]Pharmaceutica Acta Helvetiae,1998,vol. 73,p. 3 - 10

4
[ 4296-15-5 ]
[ 58-61-7 ]
[ 168427-74-5 ]

Reference： [1]Pharmaceutica Acta Helvetiae,1998,vol. 73,p. 3 - 10

5
[ 123-76-2 ]
[ 168427-74-5 ]
[ 440327-54-8 ]

Reference： [1]Journal of Organic Chemistry,2002,vol. 67,p. 4513 - 4519

6
[ 440327-54-8 ]
[ 168427-74-5 ]
5'-O-levulinyl-2'-O-(2-methoxyethyl)adenosine [ No CAS ]
3'-O-levulinyl-2'-O-(2-methoxyethyl)adenosine [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2002,vol. 67,p. 4513 - 4519

7
[ 440327-54-8 ]
[ 168427-74-5 ]
3'-O-levulinyl-2'-O-(2-methoxyethyl)adenosine [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2002,vol. 67,p. 4513 - 4519

8
[ 168427-74-5 ]
[ 647834-80-8 ]
5'-O-levulinyl-2'-O-(2-methoxyethyl)adenosine [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2003,vol. 14,p. 3533 - 3540
[2]Nucleosides, nucleotides and nucleic acids,2003,vol. 22,p. 1455 - 1457

9
[ 168427-74-5 ]
5'-O-levulinyl-2'-O-(2-methoxyethyl)adenosine [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2002,vol. 67,p. 4513 - 4519

10
[ 168427-74-5 ]
3'-O-levulinyl-2'-O-(2-methoxyethyl)adenosine [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2002,vol. 67,p. 4513 - 4519
[2]Journal of Organic Chemistry,2002,vol. 67,p. 4513 - 4519

11
[ 168427-74-5 ]
N-{9-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-2-phenoxy-acetamide [ No CAS ]

Reference： [1]Pharmaceutica Acta Helvetiae,1998,vol. 73,p. 3 - 10

12
[ 168427-74-5 ]
Diisopropyl-phosphoramidous acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(2-methoxy-ethoxy)-5-[6-(2-phenoxy-acetylamino)-purin-9-yl]-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester [ No CAS ]

Reference： [1]Pharmaceutica Acta Helvetiae,1998,vol. 73,p. 3 - 10

13
[ 50-69-1 ]
D-<3>pentulose [ No CAS ]
[ 168427-74-5 ]

Reference： [1]Helvetica Chimica Acta,1995,vol. 78,p. 486 - 504

14
[ 168427-74-5 ]
(2R,3R,4R,5R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(2-methoxy-ethoxy)-5-{6-[1-methyl-pyrrolidin-(2E)-ylideneamino]-purin-9-yl}-tetrahydro-furan-3-ol [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1995,vol. 78,p. 486 - 504

15
[ 168427-74-5 ]
5'-O-(4,4'-Dimethoxytrityl)-2'-O-(2-methoxyethyl)-N⁶-(1-methylpyrrolidin-2-yliden)adenosin-3'-<(2-cyanoethyl)-N,N-diisopropylphosphoramidit> [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1995,vol. 78,p. 486 - 504

16
[ 168427-35-8 ]
[ 168427-74-5 ]

Reference： [1]Helvetica Chimica Acta,1995,vol. 78,p. 486 - 504

17
[ 163759-42-0 ]
[ 168427-74-5 ]

Reference： [1]Helvetica Chimica Acta,1995,vol. 78,p. 486 - 504

18
[ 163759-40-8 ]
[ 168427-74-5 ]

Reference： [1]Helvetica Chimica Acta,1995,vol. 78,p. 486 - 504

19
[ 168427-71-2 ]
[ 168427-74-5 ]

Reference： [1]Helvetica Chimica Acta,1995,vol. 78,p. 486 - 504

20
[ 168427-70-1 ]
[ 168427-74-5 ]

Reference： [1]Helvetica Chimica Acta,1995,vol. 78,p. 486 - 504

21
[ 168427-69-8 ]
[ 168427-74-5 ]

Reference： [1]Helvetica Chimica Acta,1995,vol. 78,p. 486 - 504

22
[ 168427-72-3 ]
[ 168427-74-5 ]

Reference： [1]Helvetica Chimica Acta,1995,vol. 78,p. 486 - 504

23
ammonium 2'-(O-2-methoxyethyl)-adenosine-5'-monophosphate [ No CAS ]
[ 168427-74-5 ]

Reference： [1]Patent: US6340754,2002,B1 .Location in patent: Page column 6

24
[ 16427-44-4 ]
[ 58-61-7 ]
[ 303197-30-0 ]
[ 1062491-29-5 ]
[ 1062491-27-3 ]
[ 168427-74-5 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2007,vol. 26,p. 1237 - 1240
[2]Nucleosides, nucleotides and nucleic acids,2007,vol. 26,p. 1237 - 1240

25
[ 16427-44-4 ]
[ 58-61-7 ]
[ 303197-30-0 ]
[ 1062491-29-5 ]
[ 168427-74-5 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2007,vol. 26,p. 1237 - 1240

26
[ 16427-44-4 ]
[ 58-61-7 ]
[ 168427-74-5 ]

Yield	Reaction Conditions	Operation in experiment
56%	With 2-methoxy-ethanol; sodium hydroxide; In N,N-dimethyl-formamide; at 8 - 65℃;Large scale;	10kg of Adenosine was added to 130L of anhydrous DMF and stirred to dissolve, then 50L anhydrous ethylene glycol monomethyl ether was added controlling the temperature 8-15C , added 6.89Kg of <strong>[16427-44-4]2-methoxyethyl methanesulfonate</strong> and 2.99Kg solid sodium hydroxide, stirred reaction was incubated 60-65C , HPLC monitoring completion of the reaction to the main raw material, then concentrated under reduced pressure at 60 degrees to dryness to give a brown oil as 2'-O-(2-methoxyethyl) adenosine.

Reference： [1]Patent: CN102532228,2016,B .Location in patent: Paragraph 0162; 0163

27
[ 93-97-0 ]
[ 168427-74-5 ]
N<SUP>6</SUP>-Bz-2'-O-(2-methoxyethyl)adenosine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In acetonitrile; at 8 - 25℃;Large scale;	5kg of 2'-O-(2-methoxyethyl) adenosine was added to a 65L anhydrous acetonitrile, with stirring, then triethylamine was added 5L controlled temperature 8-15C, 4.17Kg added benzoic anhydride, was incubated the reaction was stirred for 20-25C, the HPLC to monitor the completion of the reaction the main raw material, and then concentrated to dryness under reduced pressure at 45C to give a light yellow oil as N6-benzyl-<strong>[168427-74-5]2'-O-(2-methoxyethyl)adenosine</strong>

Reference： [1]Patent: CN102532228,2016,B .Location in patent: Paragraph 0170; 0171

28
[ 6482-24-2 ]
[ 58-61-7 ]
[ 168427-74-5 ]

Yield	Reaction Conditions	Operation in experiment
20.3%	With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20℃; for 9h;Cooling with ice; Inert atmosphere;	Adenosine (7.0 g, 1 eq) was dissolved in 200 mL of anhydrous DMF, NaH (1.6 g, 1.5 eq), purity 60%, was added under ice-cooling with nitrogen and stirred well for 30 min.A solution of 2-bromoethyl methyl ether (2.9 mL, 1.2 eq) was added dropwise,After 30 min, the ice bath was removed and stirred at room temperature for 8 h.After the reaction, ice water (5 mL) was added and stirred for 10 min. The reaction solution was concentrated,O-MOE-adenosine (1.7 g, yield 20.3%) was isolated by silica gel column chromatography.

Reference： [1]Patent: CN106117289,2016,A .Location in patent: Paragraph 0040; 0041

29
[ 168427-74-5 ]
5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(2-methoxyethyl)-N₆-benzoyladenosine [ No CAS ]

Reference： [1]Patent: CN106117289,2016,A
[2]Chemical Communications,2017,vol. 53,p. 541 - 544

30
[ 98-88-4 ]
[ 168427-74-5 ]
[ 333335-93-6 ]

Yield	Reaction Conditions	Operation in experiment
87.1%		The compound <strong>[168427-74-5]2'-O-MOE-adenosine</strong> (2.0 g, 1 eq) was taken, Using anhydrous pyridine 7mL With water twice, Add 10mL anhydrous pyridine to dissolve, The mixture was stirred in an ice bath for 20 min under nitrogen. Trimethylchlorosilane (4.7 mL, 8 eq) was added, After stirring for 60 min, benzoyl chloride (1.1 mL, 1.5 eq) was added, Stirring was continued for 120 min, After removing the ice bath and stirring for 30 min at room temperature, Add ice water 3mL, Stirring 30min then concentrated ammonia 5mL room temperature stirring 30min. The reaction mixture was concentrated and partitioned between methylene chloride and saturated brine, The dichloromethane phase was dried over anhydrous sodium sulfate overnight, Concentrated, and separated by column chromatography to give 2.3 g of a product in a yield of 87.1%

Reference： [1]Patent: CN106117289,2016,A .Location in patent: Paragraph 0042; 0043
[2]Chemical Communications,2017,vol. 53,p. 541 - 544

31
[ 17178-10-8 ]
[ 58-61-7 ]
[ 168427-74-5 ]

Reference： [1]Chemical Communications,2017,vol. 53,p. 541 - 544

32
[ 168427-74-5 ]
C₅₂H₅₃N₆O₁₀P [ No CAS ]

Reference： [1]Chemical Communications,2017,vol. 53,p. 541 - 544

33
[ 168427-74-5 ]
C₅₂H₅₃N₆O₁₀P [ No CAS ]

Reference： [1]Chemical Communications,2017,vol. 53,p. 541 - 544

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H202	Explosive; severe projection hazard
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H260	In contact with water releases flammable gases which may ignite spontaneously
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H316	Causes mild skin irritation
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H400	Very toxic to aquatic life
H401	Toxic to aquatic life
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H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 168427-74-5 ] {[proInfo.proName]}

Quality Control of [ 168427-74-5 ]

Related Doc. of [ 168427-74-5 ]

Product Details of [ 168427-74-5 ]

Safety of [ 168427-74-5 ]

Application In Synthesis of [ 168427-74-5 ]

[ 168427-74-5 ] Synthesis Path-Downstream 1~33

Precautionary Statements-General

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