[ CAS No. 55486-09-4 ] {[proInfo.proName]}

Name: 55486-09-4|1-((2R,3R,4R,5R)-4-Hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione|97%
Brand: Ambeed
SKU: A369665
Price: 25.0 USD
Availability: InStock
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2D 3D

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Quality Control of [ 55486-09-4 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 55486-09-4 ]

SDS Specification

Alternatived Products of [ 55486-09-4 ]

Product Details of [ 55486-09-4 ]

CAS No. :	55486-09-4	MDL No. :	MFCD03788700
Formula :	C₁₁H₁₆N₂O₆	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	YHRRPHCORALGKQ-FDDDBJFASA-N
M.W :	272.25	Pubchem ID :	191372
Synonyms :		Chemical Name :	1-((2R,3R,4R,5R)-4-Hydroxy-5-(hydroxymethyl)-3-methoxytetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

Calculated chemistry of [ 55486-09-4 ]

Physicochemical Properties

Num. heavy atoms :	19
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.64
Num. rotatable bonds :	3
Num. H-bond acceptors :	6.0
Num. H-bond donors :	3.0
Molar Refractivity :	63.97
TPSA :	113.78 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) :	-9.23 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.46
Log Po/w (XLOGP3) :	-1.79
Log Po/w (WLOGP) :	-2.21
Log Po/w (MLOGP) :	-2.05
Log Po/w (SILICOS-IT) :	-0.43
Consensus Log Po/w :	-1.0

Druglikeness

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

Water Solubility

Log S (ESOL) :	-0.44
Solubility :	99.8 mg/ml ; 0.366 mol/l
Class :	Very soluble
Log S (Ali) :	-0.08
Solubility :	225.0 mg/ml ; 0.826 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.34
Solubility :	125.0 mg/ml ; 0.458 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	4.13

Safety of [ 55486-09-4 ]

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 [ 55486-09-4 ]

* 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 [ 55486-09-4 ]

[ 55486-09-4 ] Synthesis Path-Downstream 1~88

1
[ 153631-19-7 ]
[ 55486-09-4 ]

Reference： [1]Journal of Heterocyclic Chemistry,1993,vol. 30,p. 1309 - 1316
[2]Journal of Organic Chemistry,2003,vol. 68,p. 6502 - 6510

2
[ 40615-36-9 ]
[ 55486-09-4 ]
[ 153631-19-7 ]

Reference： [1]ChemBioChem,2017,vol. 18,p. 2236 - 2241
[2]Organic and Biomolecular Chemistry,2016,vol. 14,p. 4927 - 4942
[3]Helvetica Chimica Acta,1995,vol. 78,p. 486 - 504
[4]Nucleosides and Nucleotides,1997,vol. 16,p. 1629 - 1632

3
[ 168427-64-3 ]
[ 55486-09-4 ]

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

4
[ 158966-43-9 ]
[ 55486-09-4 ]

Reference： [1]Journal of Heterocyclic Chemistry,1994,vol. 31,p. 765 - 769

5
[ 524-38-9 ]
[ 55486-09-4 ]
[ 171176-42-4 ]

Reference： [1]Journal of Organic Chemistry,1996,vol. 61,p. 8186 - 8199
[2]Nucleosides and Nucleotides,1997,vol. 16,p. 1629 - 1632

6
[ 55486-09-4 ]
[ 187733-72-8 ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

7
[ 947322-40-9 ]
[ 121-43-7 ]
[ 55486-09-4 ]

Reference： [1]Nucleosides and Nucleotides,1997,vol. 16,p. 1641 - 1643

8
[ 18162-48-6 ]
[ 55486-09-4 ]
[ 251296-62-5 ]

Reference： [1]Journal of Organic Chemistry,1999,vol. 64,p. 8183 - 8192

9
[ 55486-09-4 ]
1-[3,5-dichloro-3,5-dideoxy-2-O-methyl-β-D-(ribo/xylo)furanosyl]-5-methyluracil [ No CAS ]
[ 268747-99-5 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2000,vol. 19,p. 69 - 86

10
[ 55486-09-4 ]
[ 268747-99-5 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2000,vol. 19,p. 69 - 86

11
[ 166593-44-8 ]
[ 55486-09-4 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2000,vol. 19,p. 69 - 86

12
[ 606972-27-4 ]
[ 55486-09-4 ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 6502 - 6510

13
[ 22423-26-3 ]
[ 55486-09-4 ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 6502 - 6510

14
[ 817623-11-3 ]
[ 55486-09-4 ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 6502 - 6510

15
Acetic acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester [ No CAS ]
[ 55486-09-4 ]

Reference： [1]Journal of Organic Chemistry,2003,vol. 68,p. 6502 - 6510

16
[ 131132-30-4 ]
[ 55486-09-4 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2000,vol. 19,p. 69 - 86

17
[ 55486-09-4 ]
[ 187733-73-9 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2000,vol. 19,p. 69 - 86
[2]Nucleosides, nucleotides and nucleic acids,2000,vol. 19,p. 69 - 86
[3]Journal of Organic Chemistry,1999,vol. 64,p. 8183 - 8192
[4]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

18
[ 55486-09-4 ]
[ 251296-69-2 ]

19
[ 55486-09-4 ]
1-(3,5-dideoxy-2-O-methyl-β-D-erythro-pentofuranosyl)-5-methyluracil [ No CAS ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2000,vol. 19,p. 69 - 86

20
[ 55486-09-4 ]
[ 268748-11-4 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2000,vol. 19,p. 69 - 86
[2]Nucleosides, nucleotides and nucleic acids,2000,vol. 19,p. 69 - 86

21
[ 55486-09-4 ]
[ 268748-12-5 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2000,vol. 19,p. 69 - 86
[2]Nucleosides, nucleotides and nucleic acids,2000,vol. 19,p. 69 - 86

22
[ 55486-09-4 ]
2'-O-(tert-butyldimethylsilyl)-3'-(N-carbonylmethyl)-3'-deoxy-5'-O-(dimethoxytrityl)-5-methyluridinyl-(3'-5')-5'-amino-5'-deoxy-2'-O-methyl-5-methyluridine [ No CAS ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2000,vol. 19,p. 69 - 86
[2]Nucleosides, nucleotides and nucleic acids,2000,vol. 19,p. 69 - 86

23
[ 55486-09-4 ]
2'-O-(tert-butyldimethylsilyl)-3'-(N-carbonylmethyl)-3'-deoxy-5'-O-(dimethoxytrityl)-5-methyluridinyl-(3'-5')-5'-amino-2'-O-(tert-butyldimethylsilyl)-3'-(N-carbonylmethyl)-3',5'-dideoxy-5-methyluridine [ No CAS ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2000,vol. 19,p. 69 - 86
[2]Nucleosides, nucleotides and nucleic acids,2000,vol. 19,p. 69 - 86

24
[ 133023-98-0 ]
[ 55486-09-4 ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2000,vol. 19,p. 69 - 86

25
[ 55486-09-4 ]
[ 251296-64-7 ]

Reference： [1]Journal of Organic Chemistry,1999,vol. 64,p. 8183 - 8192

26
[ 55486-09-4 ]
[ 251297-03-7 ]

Reference： [1]Journal of Organic Chemistry,1999,vol. 64,p. 8183 - 8192

27
[ 55486-09-4 ]
[ 251296-66-9 ]

Reference： [1]Journal of Organic Chemistry,1999,vol. 64,p. 8183 - 8192

28
[ 55486-09-4 ]
[ 183737-34-0 ]

Reference： [1]Nucleosides and Nucleotides,1997,vol. 16,p. 1629 - 1632

29
[ 55486-09-4 ]
[ 199581-58-3 ]

Reference： [1]Nucleosides and Nucleotides,1997,vol. 16,p. 1629 - 1632

30
[ 55486-09-4 ]
[ 198703-67-2 ]

Reference： [1]Nucleosides and Nucleotides,1997,vol. 16,p. 1629 - 1632

31
[ 55486-09-4 ]
[ 199581-51-6 ]

Reference： [1]Nucleosides and Nucleotides,1997,vol. 16,p. 1629 - 1632

32
[ 55486-09-4 ]
[ 198703-60-5 ]

Reference： [1]Nucleosides and Nucleotides,1997,vol. 16,p. 1629 - 1632

33
[ 55486-09-4 ]
[ 183737-36-2 ]

Reference： [1]Nucleosides and Nucleotides,1997,vol. 16,p. 1629 - 1632

34
[ 55486-09-4 ]
[ 171176-08-2 ]

Reference： [1]Nucleosides and Nucleotides,1997,vol. 16,p. 1629 - 1632

35
[ 55486-09-4 ]
4-Amino-1-[(2R,3R,4R,5S)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-methoxy-4-((E)-styryl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidin-2-one [ No CAS ]

Reference： [1]Nucleosides and Nucleotides,1997,vol. 16,p. 1629 - 1632

36
[ 55486-09-4 ]
[ 171176-07-1 ]

Reference： [1]Nucleosides and Nucleotides,1997,vol. 16,p. 1629 - 1632

37
[ 55486-09-4 ]
[ 318246-97-8 ]

Reference： [1]Nucleosides and Nucleotides,1997,vol. 16,p. 1629 - 1632

38
[ 55486-09-4 ]
[ 199581-44-7 ]

Reference： [1]Nucleosides and Nucleotides,1997,vol. 16,p. 1629 - 1632

39
[ 1463-10-1 ]
[ 55486-09-4 ]

Reference： [1]Nucleosides and Nucleotides,1997,vol. 16,p. 1641 - 1643
[2]Journal of Heterocyclic Chemistry,1993,vol. 30,p. 1309 - 1316

40
[ 55486-09-4 ]
[ 187733-60-4 ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

41
[ 55486-09-4 ]
[ 171762-85-9 ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

42
[ 55486-09-4 ]
[ 171763-28-3 ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

43
[ 55486-09-4 ]
1-[(2R,3R,4R,5R)-5-Aminomethyl-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-4-[1-methyl-pyrrolidin-(2Z)-ylideneamino]-1H-pyrimidin-2-one [ No CAS ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

44
[ 55486-09-4 ]
[ 171762-64-4 ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

45
[ 55486-09-4 ]
1-[(2R,3R,4R,5R)-5-Azidomethyl-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-4-[1-methyl-pyrrolidin-(2Z)-ylideneamino]-1H-pyrimidin-2-one [ No CAS ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

46
[ 55486-09-4 ]
C₂₈H₃₉N₇O₉ [ No CAS ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

47
[ 55486-09-4 ]
[ 171762-61-1 ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

48
[ 55486-09-4 ]
C₄₉H₅₇N₇O₁₁ [ No CAS ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

49
[ 55486-09-4 ]
[ 187733-63-7 ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

50
[ 55486-09-4 ]
C₅₃H₆₆N₇O₁₃P [ No CAS ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

51
[ 55486-09-4 ]
C₆₀H₇₅N₇O₉Si₂ [ No CAS ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

52
[ 55486-09-4 ]
C₅₈H₇₄N₉O₁₂P [ No CAS ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

53
[ 55486-09-4 ]
[ 171762-83-7 ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

54
[ 55486-09-4 ]
[ 171762-81-5 ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

55
[ 55486-09-4 ]
C₅₃H₆₆N₇O₁₃P [ No CAS ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

56
[ 55486-09-4 ]
[ 171762-82-6 ]

Reference： [1]Angewandte Chemie,1996,vol. 108,p. 2960 - 2964

57
[ 68045-07-8 ]
[ 55486-09-4 ]

Reference： [1]Journal of Heterocyclic Chemistry,1994,vol. 31,p. 765 - 769

58
[ 65-71-4 ]
[ 55486-09-4 ]

Reference： [1]Journal of Heterocyclic Chemistry,1994,vol. 31,p. 765 - 769

59
[ 7288-28-0 ]
[ 55486-09-4 ]

Reference： [1]Journal of Heterocyclic Chemistry,1994,vol. 31,p. 765 - 769
[2]Journal of Heterocyclic Chemistry,1993,vol. 30,p. 1309 - 1316

60
[ 22224-41-5 ]
[ 55486-09-4 ]

Reference： [1]Journal of Heterocyclic Chemistry,1994,vol. 31,p. 765 - 769

61
[ 50-69-1 ]
D-<3>pentulose [ No CAS ]
[ 55486-09-4 ]

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

62
[ 55486-09-4 ]
[ 153631-20-0 ]

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

63
[ 55486-09-4 ]
Diisopropyl-phosphoramidous acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-methoxy-5-(5-methyl-2-oxo-4-[1,2,4]triazol-1-yl-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester [ No CAS ]

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

64
[ 168427-35-8 ]
[ 55486-09-4 ]

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

65
[ 163759-42-0 ]
[ 55486-09-4 ]

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

66
[ 163759-40-8 ]
[ 55486-09-4 ]

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

67
1-[(2R,3R,4R,5R)-4-(2,4-Dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-methoxy-tetrahydro-furan-2-yl]-3-hydroxymethyl-5-methyl-1H-pyrimidine-2,4-dione [ No CAS ]
[ 55486-09-4 ]

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

68
[ 163759-43-1 ]
[ 55486-09-4 ]

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

69
[ 163759-45-3 ]
[ 55486-09-4 ]

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

70
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[ 55486-09-4 ]

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

71
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[ 55486-09-4 ]

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

72
[ 3180-76-5 ]
[ 55486-09-4 ]

Reference： [1]Journal of Heterocyclic Chemistry,1993,vol. 30,p. 1309 - 1316

73
[ 65-71-4 ]
[ 55486-09-4 ]

Reference： [1]Journal of Heterocyclic Chemistry,1993,vol. 30,p. 1309 - 1316

74
[ 138239-62-0 ]
[ 55486-09-4 ]

Reference： [1]Journal of Heterocyclic Chemistry,1993,vol. 30,p. 1309 - 1316

75
[ 153631-17-5 ]
[ 55486-09-4 ]

Reference： [1]Journal of Heterocyclic Chemistry,1993,vol. 30,p. 1309 - 1316

76
[ 153631-18-6 ]
[ 55486-09-4 ]

Reference： [1]Journal of Heterocyclic Chemistry,1993,vol. 30,p. 1309 - 1316

77
[ 40615-36-9 ]
[ 55486-09-4 ]
[ 1463-10-1 ]
5'-O-Dimethoxytriphenylmethyl-2'-O-methyl-5-methyluridine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In pyridine; methanol; dichloromethane; acetonitrile;	ii. 5'-O-Dimethoxytriphenylmethyl-<strong>[55486-09-4]2'-O-methyl-5-methyluridine</strong> Crude 2'-O-methyl-5-methyl uridine (12 g) was coevaporated in pyridine (250 mL) and dissolved in dry pyridine (50 mL). Dimethoxytriphenylmethyl chloride (18.1 g, 0.054 mol) was added. the flask was stoppered and allowed to stand for 45 min at room temperature. Methanol (10 mL) was added to quench the reaction and the solution was concentrated under reduced pressure to an oil. The residue was partitioned between ethyl acetate (2400 mL) and saturated sodium bicarbonate solution (500 mL). The organic layers were combined, dried (sodium sulfate), filtered and concentrated to a yellow foam. The foam was dissolved in methylene chloride (60 mL) and put onto a silica gel column (300 g) and eluted with ethyl acetate-hexanes-triethylamine, 60:40:1. The product containing fractions were combined, concentrated and coevaporated with dry acetonitrile (2*50 mL). The resulting residue was dried at 1 mm Hg for 24 h to a crisp white foam, 17.0 g (60.4% in three steps from 5-methyluridine).
	In pyridine; methanol; dichloromethane; acetonitrile;	EXAMPLE 21 5'-O-Dimethoxytriphenylmethyl-<strong>[55486-09-4]2'-O-methyl-5-methyluridine</strong> Crude 2'-O-methyl-5-methyl uridine (12 g) was coevaporated in pyridine (250 mL) and dissolved in dry pyridine (50 mL). Dimethoxytriphenylmethyl chloride (18.1 g, 0.054 mol) was added the flask was stoppered and allowed to stand for 45 min at room temperature. Methanol (10 mL) was added to quench the reaction and the solution was concentrated under reduced pressure to an oil. The residue was partitioned between ethyl acetate (2400 mL) and saturated sodium bicarbonate solution (500 mL). The organic layers were combined, dried (sodium sulfate), filtered and concentrated to a yellow foam. The foam was dissolved in methylene chloride (60 mL) and put onto a silica gel column (300 g) and eluted with ethyl acetate-hexanes-triethylamine, 60:40:1. The product containing fractions were combined, concentrated and coevaporated with dry acetonitrile (2*50 mL). The resulting residue was dried at 1 mm Hg for 24 h to a crisp white foam, 17.0 g (60.4% in three steps from 5-methyluridine).
	In pyridine; methanol; dichloromethane; acetonitrile;	EXAMPLE 21 5'-O-Dimethoxytriphenylmethyl-<strong>[55486-09-4]2'-O-methyl-5-methyluridine</strong> Crude 2'-O-methyl-5-methyl uridine (12 g) was coevaporated in pyridine (250 mL) and dissolved in dry pyridine (50 mL). Dimethoxytriphenylmethyl chloride (18.1 g, 0.054 mol) was added. the flask was stoppered and allowed to stand for 45 min at room temperature. Methanol (10 mL) was added to quench the reaction and the solution was concentrated under reduced pressure to an oil. The residue was partitioned between ethyl acetate (2400 mL) and saturated sodium bicarbonate solution (500 mL). The organic layers were combined, dried (sodium sulfate), filtered and concentrated to a yellow foam. The foam was dissolved in methylene chloride (60 mL) and put onto a silica gel column (300 g) and eluted with ethyl acetate-hexanes-triethylamine, 60:40:1. The product containing fractions were combined, concentrated and coevaporated with dry acetonitrile (2*50 mL). The resulting residue was dried at 1 mm Hg for 24 h to a crisp white foam, 17.0 g (60.4% in three steps from 5-methyluridine).

Reference： [1]Patent: US6107094,2000,A
[2]Patent: US5760202,1998,A
[3]Patent: US6222025,2001,B1

78
[ 55486-09-4 ]
[ 171176-42-4 ]

Yield	Reaction Conditions	Operation in experiment
3.06 g (49%)		Example 27 2'-O-Methyl-5'-O -phthalimido-5-methyluridine (13a) <strong>[55486-09-4]2'-O-Methyl-5-methyluridine</strong> (4.08 g, 15 mmol) was reacted according to general procedure B. After the reaction was complete (by TLC), the solids were collected, washed well with ether, and dried to yield 3.06 g (49%) of pure product.

Reference： [1]Patent: US5965722,1999,A

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 8 2'-O-Methyl-5-methyluridine. 3,5-Di-O-benzoyl-2'-O-methyl-5-methyluridine (14.3 g, 30 mmoles) was dissolved in methanol (130 ml) and concentrated ammonium hydroxide (65 ml) for 24 hours. The solvent was evaporated under reduced pressure and the residue was triturated with ether to give 6.5 g (80%) of white solid. An analytical sample was crystallized from absolute ethanol to afford 2'-O-methyl-5-methyluridine as white needles, mp 192-193 C. (lit., E. Ootsuka, H. Inoue, Japanese Patent 89-85456, 4 Apr. 1989, mp 197-198 C.). 1 H NMR (DMSO-d6): delta1.79 (s, 3H, 5-CH3), 3.35 (s, 3H, OCH3), 3.5-3.7 (m, 2H, H-5'), 3.7-3.9(m, 2H, H-3',4'), 4.15 (m, 1H, H-2'), 5.17 (m, 2H, 3',5'--OH), 5.87 (d, J= 5 Hz, 1H, H-1'), 7.80 (s, 1H, H-6), 11.37 (br s, 1H, N--H). Anal. Calcd for C11 H16 N2 O6 (272.26): C, 48.52; H, 5.92; N, 10.29. Found: C, 48.56; H, 5.88; N, 10.22.
		The synthetic mRNA construct of claim 1, wherein the mRNA construct comprises one or more chemically-modified nucleotides selected from the group of 5-hydroxyuridine, 5-methyluridine, 5,6-dihydro-5-methyluridine, 2'-O-methyluridine, 2'-O-methyl-5-methyluridine, 2'-fluoro-2'-deoxyuridine, 2'-amino-2'-deoxyuridine, 2'-azido-2'-deoxyuridine, 4-thiouridine, 5-hydroxymethyluridine, 5-carboxyuridine, 5-carboxymethylesteruridine, 5-formyluridine, 5-methoxyuridine, 5-propynyluridine, 5-bromouridine, 5-iodouridine, 5-fluorouridine;pseudouridine, 2'-O-methyl-pseudouridine, N1-hydroxypseudouridine, N1-methylpseudouridine, 2'-O-methyl-N1-methylpseudouridine, N1-ethylpseudouridine, N1-hydroxymethylpseudouridine, and Arauridine;5-hydroxycytidine, 5-methylcytidine, 5-hydroxymethylcytidine, 5-carboxycytidine, 5-formylcytidine, 5-methoxycytidine, 5-propynylcytidine, 2-thiocytidine;5-hydroxyuridine, 5-methyluridine, 5,6-dihydro-5-methyluridine, 2'-O-methyluridine, 2'-O-methyl-5-methyluridine, 2'-fluoro-2'-deoxyuridine, 2'-amino-2'-deoxyuridine, 2'-azido-2'-deoxyuridine, 4-thiouridine, 5-hydroxymethyluridine, 5-carboxyuridine, 5-carboxymethylesteruridine, 5-formyluridine, 5-methoxyuridine, 5-propynyluridine, 5-bromouridine, 5-iodouridine, 5-fluorouridine;N6-methyladenosine, 2-aminoadenosine, 3-methyladenosine, 7-deazaadenosine, 8-oxoadenosine, inosine;thienoguanosine, 7-deazaguanosine, 8-oxoguanosine, and 6-O-methylguanine.

80
[ 55486-09-4 ]
[ 647834-80-8 ]
[ 1417910-05-4 ]

Reference： [1]European Journal of Organic Chemistry,2012,p. 5483 - 5490,8

81
[ 55486-09-4 ]
1-[3-O-acetyl-2-O-methyl-5-O-(p-toluenesulfonyl)-β-D-ribofuranosyl]uracil [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2016,vol. 14,p. 4927 - 4942

82
[ 55486-09-4 ]
3'-O-acetyl-2,5'-anhydro-2'-O-5-dimethyluridine [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2016,vol. 14,p. 4927 - 4942

83
[ 55486-09-4 ]
1-(2-O-methyl-β-D-ribofuranosyl)-5-methylpyrimidin-4(3H)-one [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2016,vol. 14,p. 4927 - 4942

84
[ 55486-09-4 ]
1-(2-O-methyl-β-D-ribofuranosyl)-2-[(di-n-methylamino)methylidene]amino}-5-methylpyrimidin-4(3H)-one [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2016,vol. 14,p. 4927 - 4942

85
[ 55486-09-4 ]
1-[2-O-methyl-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-2-[(di-n-methylamino)methylidene]amino}-5-methylpyrimidin-4(3H)-one [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2016,vol. 14,p. 4927 - 4942

86
[ 55486-09-4 ]
1-[2-O-methyl-5-O-(4,4'-dimethoxytrityl)-β-D-ribofuranosyl]-2-[(di-n-methylamino)methylidene]amino}-5-methylpyrimidin-4(3H)-one 3′-O-[(2-cyanoethyl)-(N,N-diisopropyl)]phosphoramidite [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2016,vol. 14,p. 4927 - 4942

87
[ 55486-09-4 ]
1-[2-O-methyl-3,5-di-O-(p-toluenesulfonyl)-β-D-erythro-pentofuranosyl]-5-methyluracil [ No CAS ]
1-[2-O-methyl-3-O-(p-toluenesulfonyl)-β-D-erythro-pentofuranosyl]-5-methyluracil [ No CAS ]
1-[2-O-methyl-5-O-(p-toluenesulfonyl)-β-D-erythro-pentofuranosyl]-5-methyluracil [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2016,vol. 14,p. 4927 - 4942

88
[ 55486-09-4 ]
2,5'-anhydro-2'-O-methyl-5-methyluridine [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2016,vol. 14,p. 4927 - 4942
[2]Organic and Biomolecular Chemistry,2016,vol. 14,p. 4927 - 4942

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P378
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P390	Absorb spillage to prevent material damage.
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P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
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P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
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Health hazards
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Code	Phrase
H400	Very 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

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