[ CAS No. 147201-04-5 ] {[proInfo.proName]}

Name: 147201-04-5|(2R,3R,4R,5R)-2-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-((tert-butyldimethylsilyl)oxy)-5-(2-isobutyramido-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite|95%
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SKU: A100403
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Quality Control of [ 147201-04-5 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 147201-04-5 ]

Product Details of [ 147201-04-5 ]

CAS No. :	147201-04-5	MDL No. :	MFCD00080299
Formula :	C₅₀H₆₈N₇O₉PSi	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	PGJKESPHANLWME-FTZVBZPOSA-N
M.W :	970.18	Pubchem ID :	135587729
Synonyms :		Chemical Name :	(2R,3R,4R,5R)-2-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-((tert-butyldimethylsilyl)oxy)-5-(2-isobutyramido-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite

Safety of [ 147201-04-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 147201-04-5 ]

* 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.

Upstream synthesis route of [ 147201-04-5 ]
Downstream synthetic route of [ 147201-04-5 ]

[ 147201-04-5 ] Synthesis Path-Upstream 1~4

1
[ 102691-36-1 ]
[ 81279-39-2 ]
[ 147201-04-5 ]

Reference： [1] Journal of the American Chemical Society, 2004, vol. 126, # 51, p. 16700 - 16701
[2] Chemical Communications, 2014, vol. 50, # 56, p. 7463 - 7465

2
[ 124482-92-4 ]
[ 81279-39-2 ]
[ 147201-04-5 ]

Reference： [1] Chemical Communications, 2011, vol. 47, # 20, p. 5846 - 5848

3
[ 124482-92-4 ]
[ 40615-39-2 ]
[ 147201-04-5 ]

Reference： [1] Chemical Communications, 2014, vol. 50, # 56, p. 7463 - 7465

4
[ 108-18-9 ]
[ 147201-04-5 ]

Reference： [1] Chemical Communications, 2011, vol. 47, # 20, p. 5846 - 5848

[ 147201-04-5 ] Synthesis Path-Downstream 1~41

1
[ 102691-36-1 ]
[ 81279-39-2 ]
[ 147201-04-5 ]

Reference： [1]Journal of the American Chemical Society,2004,vol. 126,p. 16700 - 16701
[2]Chemical Communications,2014,vol. 50,p. 7463 - 7465

2
[ 831223-75-7 ]
[ 147201-04-5 ]
C₆₄H₈₇N₁₁O₁₈P₂Si₂ [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2004,vol. 126,p. 16700 - 16701

3
[ 147201-04-5 ]
C₄₄H₆₉N₁₁O₁₆P₂Si₂ [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2004,vol. 126,p. 16700 - 16701

4
[ 147201-04-5 ]
C₄₃H₆₉N₁₁O₁₆P₂Si₂ [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2004,vol. 126,p. 16700 - 16701

Yield	Reaction Conditions	Operation in experiment
86%		5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyl-N2-isobutyryl guanosine 3'-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite) (60) Compound 60 was obtained as white foam via the standard phosphytilation procedure (as described for compound 9 in example 1) using 2-cyanoethyl-N,N-diisopropylchlorophosphoramidite (2.5 eq), N,N-diisopropylethylamine (4 eq) and 1-methylimidazole (0.5 eq). Yield 86%.
86%		5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyl-N2-isobutyryl Guanosine 3'-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite) (60) Compound 60 was obtained as white foam via the standard phosphytilation procedure (as described for compound 9 in example 1) using 2-cyanoethyl-N,N-diisopropylchlorophosphoramidite (2.5 eq), N,N-diisopropylethylamine (4 eq) and 1-methylimidazole (0.5 eq). Yield 86%.

6
C₂₀H₂₁N₄O₇Pol [ No CAS ]
[ 147201-04-5 ]
C₅₇H₇₀N₁₀O₁₅PPolSSi [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		Synthesis of Selected Phosphorothioate Dinucleotides (FIGS. 5 and 6); The appropriate cytidine nucleoside (10 mumol) having a 5'-hydroxy function group protected with a dimethoxytriryl (DMT) group and N4 protected with a benzoyl group was derivatised on the control pore glass. The reaction mixture was then treated with 3% dichloroacetic acid to remove the DMT protecting group at 5'-position. The 5'-OH group on solid support was reacted with the appropriately protected Guanosine 3'-O-phosphoramidite 2 with 5'-O-DMTr moiety in presence of tetrazole as a coupling agent. The resulting dinucleotide containing trivalent phosphorus linkage was oxidized with Beaucage reagent to give the dinucleotide 3 with pentavalent phosphorothioate linkage. The 5'-O-DMTr protection of this dinucleotide was removed by mild acid treatment and then further coupled with a commercially available terminal phosphorylating reagent 4. The resulted dinucleotide was then deprotected and cleaved from solid support using aqueous ammonium hydroxide and further purified by HPLC using a reverse phase column providing the desired dinucleotide products 5 and 6.

Reference： [1]Patent: US2006/74035,2006,A1 .Location in patent: Page/Page column 6

7
[ 922522-12-1 ]
[ 7144-08-3 ]
[ 98796-51-1 ]
[ 121058-88-6 ]
[ 144490-31-3 ]
[ 104992-55-4 ]
[ 147201-04-5 ]
5'-[6-[[2-((cholesteryl-3-yl)oxycarbonyl)aminoethoxy]carbonyl]aminohexyl]-r(UCGUCCAUGUGGUCAUGGC)TT-3' [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2009,vol. 19,p. 2144 - 2147

8
[ 1203453-34-2 ]
[ 147201-04-5 ]
C₆₄H₈₆N₁₁O₁₈P₂Si₂^(1-)*Na⁽¹⁺⁾ [ No CAS ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2009,vol. 28,p. 352 - 378

9
[ 1203453-34-2 ]
[ 147201-04-5 ]
C₆₄H₈₆N₁₁O₁₇P₂SSi₂^(1-)*Na⁽¹⁺⁾ [ No CAS ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2009,vol. 28,p. 352 - 378

10
[ 1203453-35-3 ]
[ 147201-04-5 ]
C₆₄H₈₆N₁₁O₁₆P₂S₂Si₂^(1-)*Na⁽¹⁺⁾ [ No CAS ]

Reference： [1]Nucleosides, nucleotides and nucleic acids,2009,vol. 28,p. 352 - 378

11
C₅H₅N*C₂₀H₃₄N₅O₈PSi [ No CAS ]
[ 147201-04-5 ]
C₅H₅N*C₆₄H₈₇N₁₁O₁₇P₂Si₂ [ No CAS ]

Reference： [1]Organic Letters,2010,vol. 12,p. 3269 - 3271

12
[ 147201-04-5 ]
C₄₄H₅₅N₆O₁₀PSi [ No CAS ]

Reference： [1]Organic Letters,2010,vol. 12,p. 3269 - 3271
[2]Patent: US2014/155345,2014,A1 .Location in patent: Page/Page column 16
[3]Angewandte Chemie - International Edition,2020,vol. 59,p. 3444 - 3449
Angew. Chem.,2020,vol. 132,p. 3472 - 3477,6

13
[ 1220703-69-4 ]
[ 147201-04-5 ]
[ 1220703-64-9 ]

Reference： [1]Australian Journal of Chemistry,2010,vol. 63,p. 227 - 235

14
[ 124482-92-4 ]
[ 81279-39-2 ]
[ 147201-04-5 ]

Reference： [1]Chemical Communications,2011,vol. 47,p. 5846 - 5848

15
[ 108-18-9 ]
[ 147201-04-5 ]

Reference： [1]Chemical Communications,2011,vol. 47,p. 5846 - 5848

16
[ 1254708-42-3 ]
[ 147201-04-5 ]
C₆₆H₈₀N₁₁O₁₇PSi [ No CAS ]

Reference： [1]Bioconjugate Chemistry,2010,vol. 21,p. 2147 - 2152

17
C₃₉H₄₇N₃O₁₁PPolSi [ No CAS ]
[ 144490-31-3 ]
[ 118380-84-0 ]
[ 104992-55-4 ]
[ 147201-04-5 ]
5'-r(UGACCAGCU)-3' [ No CAS ]