[ CAS No. 68892-42-2 ] {[proInfo.proName]}

Name: 68892-42-2|N-(9-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide|98%
Brand: Ambeed
SKU: A538127
Price: 5.0 USD
Availability: InStock
Rating: 92 (26 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 68892-42-2 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 68892-42-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 68892-42-2 ]

SDS Specification

Alternatived Products of [ 68892-42-2 ]

Product Details of [ 68892-42-2 ]

CAS No. :	68892-42-2	MDL No. :	MFCD00010060
Formula :	C₁₄H₁₉N₅O₅	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	SIDXEQFMTMICKG-DJLDLDEBSA-N
M.W :	337.33	Pubchem ID :	135407017
Synonyms :	N2-Isobutyryl-2'-deoxyguanosine	Chemical Name :	N-(9-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide

Calculated chemistry of [ 68892-42-2 ]

Physicochemical Properties

Num. heavy atoms :	24
Num. arom. heavy atoms :	9
Fraction Csp3 :	0.57
Num. rotatable bonds :	5
Num. H-bond acceptors :	7.0
Num. H-bond donors :	4.0
Molar Refractivity :	83.86
TPSA :	142.36 Å²

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-8.59 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.44
Log Po/w (XLOGP3) :	-0.33
Log Po/w (WLOGP) :	-1.16
Log Po/w (MLOGP) :	-1.73
Log Po/w (SILICOS-IT) :	-0.47
Consensus Log Po/w :	-0.65

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	1.0
Egan :	1.0
Muegge :	0.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-1.67
Solubility :	7.19 mg/ml ; 0.0213 mol/l
Class :	Very soluble
Log S (Ali) :	-2.2
Solubility :	2.14 mg/ml ; 0.00633 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-1.45
Solubility :	11.9 mg/ml ; 0.0352 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	4.03

Safety of [ 68892-42-2 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P233-P260-P261-P264-P270-P271-P280-P301+P312-P302+P352-P304-P304+P340-P305+P351+P338-P312-P321-P330-P332+P313-P337+P313-P340-P362-P403-P403+P233-P405-P501	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 68892-42-2 ]

* 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 [ 68892-42-2 ]

[ 68892-42-2 ] Synthesis Path-Downstream 1~88

1
[ 68892-42-2 ]
[ 40615-36-9 ]
[ 68892-41-1 ]

Yield	Reaction Conditions	Operation in experiment
75%	With pyridine; at 20℃; for 5h;	Step 2-2N-Isobutyryl-5'O-Dimetoxytrityl deoxyguanosine (B5-II)2N-Isobutyryl deoxyguanosine (B5-I) was dried by co-evaporation with dry pyridine three times. To a stirred suspension of dry (B5-I) (14.15 mmol) in pyridine (100 mL), a solution of dimetoxytrityl chloride (14.8 mmol) in pyridine (30 mL) was added dropwise over a period of 60 min. The reaction mixture was left for 4 h at room temperature, cooled to 0 C. by immersion in an ice water bath, quenched with 5% NaHCO3 (100 mL), and extracted with ethyl acetate (3×100 mL). The organic fractions were pooled, dried over magnesium sulfate, concentrated in vacuum and the residue was co-evaporated with toluene. The gum oil residue was dissolved in a minimum amount of methylenechloride and added dropwise to a mixture of ethyl ether and petroleum ether (2000 mL 75/25) with stirring. After 20 min, pure 2N-Isobutyryl-5'O-Dimetoxytrityl deoxyguanosine precipitated from the solution and was filtered off and dried.Yield: 75%

Reference： [1]Synthesis,1983,p. 540 - 541
[2]Synthesis,1984,p. 965 - 968
[3]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1999,vol. 38,p. 370 - 371
[4]Helvetica Chimica Acta,1982,vol. 65,p. 2372 - 2393
[5]Patent: US2011/86813,2011,A1 .Location in patent: Page/Page column 34
[6]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1993,vol. 32,p. 916 - 919
[7]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1996,vol. 35,p. 657 - 661
[8]Organic and Biomolecular Chemistry,2012,vol. 10,p. 1510 - 1513

2
[ 68892-42-2 ]
[ 57842-27-0 ]
[ 84752-68-1 ]

Reference： [1]Heterocycles,1984,vol. 21,p. 789

3
[ 68892-42-2 ]
[ 57842-27-0 ]
[ 84752-68-1 ]
[ 84752-70-5 ]

Reference： [1]Journal of the American Chemical Society,1983,vol. 105,p. 2044 - 2049

4
[ 68892-42-2 ]
[ 132454-41-2 ]
[ 132454-45-6 ]

Reference： [1]Tetrahedron Letters,1990,vol. 31,p. 7095 - 7098

5
[ 68892-42-2 ]
NCCONHC(NH₂)NCNCH(CHCH₂CHOHCHOCH₂OPO₃CHCH₂CH(NCONC(NH₂)CHCH)OCH(CH₂OH)) [ No CAS ]
C₂₀H₂₄N₁₀O₉P [ No CAS ]

Reference： [1]Tetrahedron Letters,1981,vol. 22,p. 1859 - 1862

6
[ 68892-42-2 ]
C₂₀H₂₄N₁₀O₉P [ No CAS ]
C₂₀H₂₄N₁₀O₁₀P [ No CAS ]

Reference： [1]Tetrahedron Letters,1981,vol. 22,p. 1859 - 1862

7
[ 68892-42-2 ]
[ 78635-92-4 ]
NCCONHC(NH₂)NCNCH(CHCH₂CHOHCHOCH₂OPO₃CHCH₂CH(NCONC(NH₂)CHCH)OCH(CH₂OH)) [ No CAS ]

Reference： [1]Tetrahedron Letters,1981,vol. 22,p. 1859 - 1862

8
[ 68892-42-2 ]
[ 71100-63-5 ]
[ 68892-36-4 ]

Reference： [1]Liebigs Annalen der Chemie,1984,p. 835 - 853

9
[ 68892-42-2 ]
[ 78635-91-3 ]
C₂₀H₂₅N₇O₁₁P [ No CAS ]

Reference： [1]Tetrahedron Letters,1981,vol. 22,p. 1859 - 1862

10
[ 68892-42-2 ]
[ 119595-55-0 ]
C₅₆H₅₉Cl₂N₁₀O₁₂PS [ No CAS ]

Reference： [1]Tetrahedron,1991,vol. 47,p. 2377 - 2388

11
[ 68892-41-1 ]
[ 68892-42-2 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium carbonate; In methanol; dichloromethane; at 0℃; for 1h;	Compound 48, N-[9-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenyl- methoxy]methyl]-4-hydroxy-tetrahydrofuran-2-yl]-6-oxo-lH-purin-2-yl]-2 -methyl-propanamide (50.0 g, 78.2 mmol) was dissolved in DCM/Methanol (1560 mL) and cooled to 0C. Sodium carbonate (9.94 g, 93.8 mmol) was added and the orange reaction mixture was stirred at 0C. After 60 minutes sodium carbonate (9.94 g, 93.8 mmol) was added at 0C and stirred until the orange color disappeared. The solvents were removed under reduced pressure. Dichloromethane was added to the crude reaction and the white precipitate was isolated and dried under high vacuum. The crude desired product was isolated as a white solid. (28.7 g, 85.1 mmol, yield: 109 %)

Reference： [1]Journal of Organic Chemistry,1998,vol. 63,p. 6021 - 6022
[2]Tetrahedron,1991,vol. 47,p. 2377 - 2388
[3]Tetrahedron Letters,1995,vol. 36,p. 7833 - 7836
[4]Collection of Czechoslovak Chemical Communications,2002,vol. 67,p. 502 - 508
[5]Patent: WO2020/72991,2020,A1 .Location in patent: Page/Page column 87-88

12
[ 68892-42-2 ]
[ 108-24-7 ]
[ 101007-51-6 ]

Reference： [1]Bulletin des Societes Chimiques Belges,1985,vol. 94,p. 821 - 824

13
[ 97-72-3 ]
[ 961-07-9 ]
[ 68892-42-2 ]

Yield	Reaction Conditions	Operation in experiment
75%		Example 1N -Isobutyryl-2 ' -deoxyguanosine (50)2'-Deoxyguanosine (49) (5 g, 18.72 mmol) was coevaporated with pyridine (100 niL) three times and suspended in dry pyridine (100 rnL). Trimethylchlorosilane (11.88 rnL, 93.63 mmol) was added, and the resulting solution was stirred at room temperature for 2 h. Isobutyric anhydride (15.54 mL, 93.65 mmol) was added, and the mixture was stirred at room temperature for 4 h under argon atmosphere. The reaction was cooled in an ice bath, and water (30 mL) was added. After 15 min, 29% aqueous ammonia (30 mL) was added, and the reaction was stirred for 15 min. The solution was then evaporated to near dryness, and the residue was dissolved in water (300 mL). The aqueous layer was washed with dichloromethane (150 mL) and crystallization occurred quickly in water. The compound was filtrated then dried overnight under vacuum to afford the title compound 50 (4.75 g, 75%) as a white solid. 1H NMR (DMSO-J6) delta 1.01-1.10 (m, 6H, 2xCH3), 2.20-2.26 (m, IH, H-2'), 2.46-2.57 (m, IH, H- ), 2.71-2.76 (m, IH, H- ), 3.43-3.55 (m, 2H, H-5', H-5"), 3.77- 3.81 (m, IH, H-4'), 4.31-4.35 (m, IH, H- ), 4.93 (br s, OH), 5.29 (br s, OH), 6.17 (t, IH, J = 6.0 Hz, H-I'), 8.20 (s, IH, H-8), 10.97 (br s, 2x NH).
75%		N2-Isobutyryl-2 '-deoxyguanosine (50)2'-Deoxyguanosine (49) (5 g, 18.72 mmol) was coevaporated with pyridine (100 mL) three times and suspended in dry pyridine (100 mL). Trimethylchlorosilane (11.88 mL, 93.63 mmol) was added, and the resulting solution was stirred at room temperature for 2 h. Isobutyric anhydride (15.54 mL, 93.65 mmol) was added, and the mixture was stirred at room temperature for 4 h under argon atmosphere. The reaction was cooled in an ice bath, and water (30 mL) was added. After 15 min, 29% aqueous ammonia (30 mL) was added, and the reaction was stirred for 15 min. The solution was then evaporated to near dryness, and the residue was dissolved in water (300 mL). The aqueous layer was washed with dichloromethane (150 mL) and crystallization occurred quickly in water. The compound was filtrated then dried overnight under vacuum to afford the title compound 50 (4.75 g, 75%) as a white solid. 1H NMR (DMSO-J6) delta 1.01-1.10 (m, 6H, 2xCH3), 2.20-2.26 (m, IH, H-2'), 2.46-2.57 (m, IH, H- ), 2.71-2.76 (m, IH, H- ), 3.43-3.55 (m, 2H, H-5 H-5"), 3.77-3.81 (m, IH, H-4'), 4.31-4.35 (m, IH, H- ), 4.93 (br s, OH), 5.29 (br s, OH), 6.17 (t, IH, J = 6.0 Hz, H-T), 8.20 (s, IH, H-8), 10.97 (br s, 2x NH).
		2'-deoxyguanosine hydrate (Gamma) was co-evaporated with pyridine and suspended in dry pyridine. Trimethyl silyl chloride was added and stirred for 30 minutes. Isobutyric anhydride was added and stirred for three hours. Water was added. The mixture was evaporated and dissolved in ethyl ether. After washing with water compound 2' precipitates.

Reference： [1]Bioorganic and Medicinal Chemistry,2004,vol. 12,p. 1475 - 1481
[2]Bioorganic and Medicinal Chemistry Letters,2010,vol. 20,p. 60 - 64
[3]Patent: WO2010/68708,2010,A2 .Location in patent: Page/Page column 44-45
[4]Patent: WO2008/143846,2008,A1 .Location in patent: Page/Page column 54-55
[5]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1996,vol. 35,p. 657 - 661
[6]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 7302 - 7309
[7]Synthesis,1983,p. 540 - 541
[8]Patent: WO2012/17434,2012,A2 .Location in patent: Page/Page column 33
[9]Organic and Biomolecular Chemistry,2012,vol. 10,p. 1510 - 1513

14
[ 82921-60-6 ]
[ 68892-42-2 ]

Reference： [1]Tetrahedron Letters,1982,vol. 23,p. 2257 - 2260

15
[ 82921-54-8 ]
[ 68892-42-2 ]

Reference： [1]Tetrahedron Letters,1982,vol. 23,p. 2257 - 2260

16
[ 82921-42-4 ]
[ 68892-42-2 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2002,vol. 21,p. 393 - 400
[2]Synthesis,1984,p. 965 - 968
[3]Helvetica Chimica Acta,1982,vol. 65,p. 2372 - 2393

17
[ 82921-57-1 ]
[ 68892-42-2 ]

Reference： [1]Tetrahedron Letters,1982,vol. 23,p. 2257 - 2260

18
[ 75759-63-6 ]
[ 68892-42-2 ]

Reference： [1]Tetrahedron Letters,1980,vol. 21,p. 2683 - 2686

19
[ 75759-63-6 ]
[ 68892-42-2 ]
[ 76-84-6 ]

Reference： [1]Tetrahedron Letters,1982,vol. 23,p. 2641 - 2644

20
[ 68892-42-2 ]
[ 18162-48-6 ]
2-N-isobutyryl-3',5'-O-bis-(tert-butyldimethylsilyl)-2'-deoxyguanosine [ No CAS ]

Reference： [1]Tetrahedron,1984,vol. 40,p. 3 - 13

21
[ 68892-42-2 ]
[ 59321-92-5 ]
[ 55894-94-5 ]
[ 87471-43-0 ]

Reference： [1]Tetrahedron,1983,vol. 39,p. 2157 - 2161

22
[ 68892-42-2 ]
[ 55894-94-5 ]
[ 42926-80-7 ]
[ 87507-07-1 ]

Reference： [1]Tetrahedron,1983,vol. 39,p. 2157 - 2161

23
[ 68892-42-2 ]
[ 55894-94-5 ]
[ 60920-99-2 ]
[ 87471-42-9 ]

Reference： [1]Tetrahedron,1983,vol. 39,p. 2157 - 2161

24
N-[6-Oxo-9-((2R,4S,5R)-4-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-6,9-dihydro-1H-purin-2-yl]-isobutyramide [ No CAS ]
[ 68892-42-2 ]

Reference： [1]Journal of the American Chemical Society,1982,vol. 104,p. 1316 - 1319
[2]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1993,vol. 32,p. 916 - 919

25
[ 68892-42-2 ]
[ 18156-74-6 ]
N-[6-Oxo-9-((2R,4S,5R)-4-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-6,9-dihydro-1H-purin-2-yl]-isobutyramide [ No CAS ]

Reference： [1]Journal of Organic Chemistry,1986,vol. 51,p. 755 - 758

26
[ 68892-42-2 ]
[ 65-85-0 ]
[ 104769-15-5 ]

Reference： [1]Tetrahedron,1988,vol. 44,p. 229 - 234

27
[ 68892-42-2 ]
[ 65-85-0 ]
[ 90362-50-8 ]

Reference： [1]Tetrahedron,1988,vol. 44,p. 229 - 234

28
[ 68892-42-2 ]
[ 58479-61-1 ]
[ 157729-42-5 ]

Reference： [1]Chemical Communications,2016,vol. 52,p. 11905 - 11907
[2]Tetrahedron Letters,1994,vol. 35,p. 4697 - 4700

29
[ 68892-42-2 ]
[ 14470-28-1 ]
[ 59321-92-5 ]

Reference： [1]Synthesis,1984,p. 965 - 968

30
[ 68892-42-2 ]
[ 4836-13-9 ]
C₁₆H₂₅N₆O₅P [ No CAS ]
[ 50-89-5 ]
d(GGm⁶ATCC) [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1986,vol. 69,p. 1034 - 1040

31
[ 68892-42-2 ]
[ 4836-13-9 ]
Phosphoric acid 2-chloro-phenyl ester (2R,3S,5R)-2-hydroxymethyl-5-(6-methylamino-purin-9-yl)-tetrahydro-furan-3-yl ester [ No CAS ]
[ 50-89-5 ]
d(GGm⁶ATCC) [ No CAS ]

Reference： [1]Helvetica Chimica Acta,1986,vol. 69,p. 1034 - 1040

32
[ 68892-42-2 ]
[ 116454-14-9 ]
[ 772-79-2 ]
[ 116454-16-1 ]

Reference： [1]Tetrahedron,1988,vol. 44,p. 229 - 234

33
[ 68892-42-2 ]
[ 961-07-9 ]

Reference： [1]Journal of the Chemical Society. Perkin transactions II,1994,p. 1833 - 1838

34
[ 68892-42-2 ]
[ 127221-80-1 ]
[ 40615-39-2 ]
C₄₉H₅₇N₈O₁₄P [ No CAS ]

Reference： [1]Bulletin of the Chemical Society of Japan,1989,vol. 62,p. 3869 - 3876

35
[ 68892-42-2 ]
Trifluoro-methanesulfonate3-[1-(3,5-dimethoxy-phenyl)-2-oxo-2-phenyl-ethoxycarbonyl]-1-methyl-3H-imidazol-1-ium; [ No CAS ]
[ 167872-08-4 ]

Reference： [1]Journal of Organic Chemistry,1995,vol. 60,p. 1116 - 1117

36
[ 167872-08-4 ]
[ 68892-42-2 ]

Reference： [1]Journal of Organic Chemistry,1995,vol. 60,p. 1116 - 1117

37
[ 68892-42-2 ]
[ 507-09-5 ]
[ 172161-65-8 ]

Reference： [1]Tetrahedron Letters,1995,vol. 36,p. 6643 - 6646
[2]Canadian Journal of Chemistry,1999,vol. 77,p. 1410 - 1418

38
[ 68892-42-2 ]
[ 29955-21-3 ]
[ 530-62-1 ]
[ 167872-08-4 ]

Reference： [1]Journal of Organic Chemistry,1995,vol. 60,p. 6270 - 6276

39
[ 68892-42-2 ]
[ 189216-43-1 ]
Carbonic acid 2,2-bis-(2-nitro-phenyl)-ethyl ester (2R,3S,5R)-3-hydroxy-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester [ No CAS ]

Reference： [1]Tetrahedron,1997,vol. 53,p. 4247 - 4264

40
[ 68892-42-2 ]
[ 64-19-7 ]
Acetic acid (2R,3S,5R)-3-hydroxy-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester [ No CAS ]

Reference： [1]Nucleosides and Nucleotides,1997,vol. 16,p. 257 - 263

41
[ 68892-42-2 ]
[ 13287-76-8 ]
[ 82921-54-8 ]

Reference： [1]Bioorganic and Medicinal Chemistry,1997,vol. 5,p. 2213 - 2220

42
[ 68892-42-2 ]
[ 28920-43-6 ]
Carbonic acid 9H-fluoren-9-ylmethyl ester (2R,3S,5R)-3-hydroxy-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester [ No CAS ]

Reference： [1]Nucleosides and Nucleotides,1997,vol. 16,p. 1539 - 1542

43
[ 68892-42-2 ]
[ 108-24-7 ]
[ 74925-81-8 ]

Reference： [1]Nucleosides and Nucleotides,1998,vol. 17,p. 1857 - 1860

44
[ 68892-42-2 ]
[ 18162-48-6 ]
[ 85326-10-9 ]

Reference： [1]Journal of Organic Chemistry,2009,vol. 74,p. 26 - 37
[2]Bioorganic and Medicinal Chemistry,2010,vol. 18,p. 7302 - 7309
[3]Patent: EP1253154,2002,A1 .Location in patent: Example 2
[4]Nucleosides and Nucleotides,1998,vol. 17,p. 1697 - 1704

45
[ 68892-42-2 ]
[ 156876-26-5 ]
[ 190849-97-9 ]

Reference： [1]Journal of the American Chemical Society,1997,vol. 119,p. 5081 - 5090

46
[ 68892-42-2 ]
[ 140210-65-7 ]
Phosphorous acid (2R,3S,5R)-2-[(2-cyano-ethoxy)-ethoxy-phosphanyloxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester ethyl ester [ No CAS ]

Reference： [1]Journal of the Chemical Society. Perkin transactions I,1999,p. 2835 - 2843

47
[ 68892-42-2 ]
[ 98-59-9 ]
[ 125443-96-1 ]
N²-isobutyryl-3',5'-di-O-(p-tolylsulfonyl)-2',5'-dideoxyguanosine [ No CAS ]

Reference： [1]Chemical Research in Toxicology,1995,vol. 8,p. 792 - 799

49
[ 68892-42-2 ]
[ 882-33-7 ]
[ 222736-12-1 ]

Reference： [1]Chemical Research in Toxicology,1999,vol. 12,p. 412 - 421

50
[ 68892-42-2 ]
[ 16174-59-7 ]

Reference： [1]Environmental and Molecular Mutagenesis,2002,vol. 39,p. 184 - 192

51
[ 68892-42-2 ]
[ 123-76-2 ]
[ 440327-43-5 ]

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

52
[ 440327-43-5 ]
[ 68892-42-2 ]
[ 93134-41-9 ]

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

53
[ 68892-42-2 ]
[ 622402-60-2 ]
C₅₆H₅₈N₁₁O₁₂PS [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2003,vol. 125,p. 12795 - 12802

54
[ 68892-42-2 ]
[ 514205-93-7 ]
[ 514205-97-1 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2003,vol. 22,p. 469 - 487
[2]Nucleosides, nucleotides and nucleic acids,2003,vol. 22,p. 1011 - 1015

55
[ 68892-42-2 ]
[ 514205-94-8 ]
[ 514205-98-2 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2003,vol. 22,p. 469 - 487
[2]Nucleosides, nucleotides and nucleic acids,2003,vol. 22,p. 1011 - 1015

56
[ 68892-42-2 ]
[ 83-01-2 ]
[ 161388-91-6 ]

Reference： [1]Journal of the American Chemical Society,2003,vol. 125,p. 13427 - 13441

57
[ 68892-42-2 ]
[ 769-78-8 ]
[ 104769-15-5 ]

Reference： [1]Tetrahedron Letters,2004,vol. 45,p. 1709 - 1712
[2]European Journal of Organic Chemistry,2010,p. 1736 - 1744

58
[ 68892-42-2 ]
[ 647834-80-8 ]
N-isobutyryl-5'-O-levulinyl-2'-deoxyguanosine [ No CAS ]

Reference： [1]Organic Process Research and Development,2006,vol. 10,p. 581 - 587
[2]Nucleosides, nucleotides and nucleic acids,2003,vol. 22,p. 1455 - 1457
[3]Organic Process Research and Development,2015,vol. 19,p. 701 - 709
[4]European Journal of Organic Chemistry,2012,p. 5483 - 5490,8

59
[ 68892-42-2 ]
[ 647834-80-8 ]
[ 93134-41-9 ]
N-isobutyryl-5'-O-levulinyl-2'-deoxyguanosine [ No CAS ]
[ 440327-43-5 ]

Reference： [1]Tetrahedron Asymmetry,2003,vol. 14,p. 3533 - 3540
[2]Tetrahedron Asymmetry,2003,vol. 14,p. 3533 - 3540
[3]Journal of Organic Chemistry,2010,vol. 75,p. 6605 - 6613

60
[ 68892-42-2 ]
triethylammonium 2-{[(4-methoxytrityl)thio]oxy}methyl}benzoate [ No CAS ]
2'-deoxy-N²-isobutyryl-5'-O-{2-{[(4-methoxytrityl)thio]oxy}methyl}benzoyl}guanosine [ No CAS ]

Reference： [1]Helvetica Chimica Acta,2004,vol. 87,p. 2318 - 2333

61
[ 68892-42-2 ]
Ms-X [ No CAS ]
[ 500775-91-7 ]

Reference： [1]Helvetica Chimica Acta,2004,vol. 87,p. 2812 - 2828

62
[ 865758-36-7 ]
[ 68892-42-2 ]
[ 865758-42-5 ]

Reference： [1]Journal of Organic Chemistry,2005,vol. 70,p. 7114 - 7122

63
[ 68892-42-2 ]
[ 98-88-4 ]
[ 104769-15-5 ]

Yield	Reaction Conditions	Operation in experiment
59.9%	With pyridine; at 20℃; for 1h;Inert atmosphere;	Crude compound 49, N-[9-[(2R,4S,5R)-4-hydroxy-5- (hydroxymethyl)tetrahydrofiiran-2-yl]-6-oxo-lH-purin-2-yl]-2-methyl-propanamide (26.4 g, 78.3 mmol) was suspended in Pyridine (780 mL) under an atmosphere of nitrogen. Benzoyl chloride (9.08 mL, 78.3 mmol) was added drop-wise to the reaction and it stirred at room temperature for 1 hr. The solvents were removed under reduce pressure and the crude mixture was separated between dichloromethane and water. The organic phase was collected and washed with water (3 times) and brine. The crude reaction was then dried over sodium sulfate and concentrated under reduced pressure. Purification by Biotage (Si, 330g col, 0-10% Methanol/Dichloromethane) afforded the desired product as a white solid. (20.7 g, 46.9 mmol, yield: 59.9 %)

Reference： [1]Bioorganic and Medicinal Chemistry,2004,vol. 12,p. 1475 - 1481
[2]Patent: WO2020/72991,2020,A1 .Location in patent: Page/Page column 88

64
[ 132471-95-5 ]
[ 181269-04-5 ]
[ 68892-42-2 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2004,vol. 23,p. 171 - 181

65
[ 916996-01-5 ]
[ 68892-42-2 ]
phosphorous acid bis-(2-cyano-1,1-dimethyl-ethyl) ester 3-hydroxy-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester [ No CAS ]
phosphorous acid bis-(2-cyano-1,1-dimethyl-ethyl) ester 2-hydroxymethyl-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester [ No CAS ]
phosphorous acid 2-[bis-(2-cyano-1,1-dimethyl-ethoxy)-phosphanyloxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester bis-(2-cyano-1,1-dimethyl-ethyl) ester [ No CAS ]

Reference： [1]Tetrahedron Letters,2006,vol. 47,p. 8379 - 8382

66
[ 68892-42-2 ]
[ 102690-88-0 ]
phosphorous acid bis-(2-cyano-ethyl) ester 2-hydroxymethyl-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester [ No CAS ]
phosphorous acid bis-(2-cyano-ethyl) ester 3-hydroxy-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester [ No CAS ]
phosphorous acid 2-[bis-(2-cyano-ethoxy)-phosphanyloxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester bis-(2-cyano-ethyl) ester [ No CAS ]

Reference： [1]Tetrahedron Letters,2006,vol. 47,p. 8379 - 8382

67
[ 68892-42-2 ]
[ 243645-01-4 ]
[ 917495-81-9 ]

Reference： [1]Chemistry Letters,2006,vol. 35,p. 1184 - 1185

68
[ 68892-42-2 ]
[ 42506-03-6 ]
C₃₃H₃₁N₅O₆ [ No CAS ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2005,vol. 24,p. 1135 - 1138

69
[ 912558-79-3 ]
[ 68892-42-2 ]
[ 945623-55-2 ]

Reference： [1]Chemistry Letters,2007,vol. 36,p. 768 - 769

70
[ 132471-94-4 ]
[ 68892-42-2 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2004,vol. 23,p. 171 - 181

71
[ 64350-24-9 ]
[ 68892-42-2 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2004,vol. 23,p. 171 - 181

72
[ 87865-78-9 ]
[ 68892-42-2 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2004,vol. 23,p. 171 - 181

73
[ 118-00-3 ]
[ 68892-42-2 ]