[ CAS No. 110764-79-9 ]

Name: 110764-79-9|(2R,3R,4R,5R)-2-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-methoxytetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite|95%
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{[proInfo.proName]} (Synonyms:DMT-2'O-Methyl-rU Phosphoramidite) ,{[proInfo.pro_purity]}

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

Structure of 110764-79-9 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 110764-79-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 110764-79-9 ]

SDS Specification

Alternatived Products of [ 110764-79-9 ]

Product Details of [ 110764-79-9 ]

CAS No. :	110764-79-9	MDL No. :
Formula :	-	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	UVUOJOLPNDCIHL-XKZJCBTISA-N
M.W :	-	Pubchem ID :	10897989
Synonyms :	DMT-2'O-Methyl-rU Phosphoramidite

Calculated chemistry of [ 110764-79-9 ]

Physicochemical Properties

Num. heavy atoms :	54
Num. arom. heavy atoms :	24
Fraction Csp3 :	0.42
Num. rotatable bonds :	18
Num. H-bond acceptors :	11.0
Num. H-bond donors :	1.0
Molar Refractivity :	204.95
TPSA :	160.09 Å²

Pharmacokinetics

GI absorption :	Low
BBB permeant :	No
P-gp substrate :	Yes
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	Yes
Log Kp (skin permeation) :	-7.5 cm/s

Lipophilicity

Log Po/w (iLOGP) :	5.02
Log Po/w (XLOGP3) :	4.84
Log Po/w (WLOGP) :	5.7
Log Po/w (MLOGP) :	1.28
Log Po/w (SILICOS-IT) :	5.63
Consensus Log Po/w :	4.5

Druglikeness

Lipinski :	2.0
Ghose :	None
Veber :	2.0
Egan :	1.0
Muegge :	4.0
Bioavailability Score :	0.17

Water Solubility

Log S (ESOL) :	-6.75
Solubility :	0.000136 mg/ml ; 0.000000179 mol/l
Class :	Poorly soluble
Log S (Ali) :	-7.94
Solubility :	0.00000883 mg/ml ; 0.0000000116 mol/l
Class :	Poorly soluble
Log S (SILICOS-IT) :	-9.63
Solubility :	0.000000179 mg/ml ; 0.0000000002 mol/l
Class :	Poorly soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	3.0
Synthetic accessibility :	7.08

Safety of [ 110764-79-9 ]

Signal Word:		Class:
Precautionary Statements:		UN#:
Hazard Statements:		Packing Group:

Application In Synthesis of [ 110764-79-9 ]

* 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 [ 110764-79-9 ]

[ 110764-79-9 ] Synthesis Path-Downstream 1~44

1
[ 110764-79-9 ]
pUm(pT)9 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine; DMTrT-CPG Stage #2: With bis-(trimethylsilyl)acetamide; 1,8-diazabicyclo[5.4.0]undec-7-ene In pyridine Further stages.;

Reference： [1]Sekine, Mitsuo; Kurasawa, Osamu; Shohda, Koh-Ichiroh; Seio, Kohji; Wada, Takeshi [Journal of Organic Chemistry, 2000, vol. 65, # 12, p. 3571 - 3578]

2
[ 110764-79-9 ]
pUm(pU)9 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine; DMTrU-CPG Stage #2: With bis-(trimethylsilyl)acetamide; 1,8-diazabicyclo[5.4.0]undec-7-ene In pyridine Further stages.;

Reference： [1]Sekine, Mitsuo; Kurasawa, Osamu; Shohda, Koh-Ichiroh; Seio, Kohji; Wada, Takeshi [Journal of Organic Chemistry, 2000, vol. 65, # 12, p. 3571 - 3578]

3
[ 98796-51-1 ]
[ 160636-25-9 ]
C₂₀H₂₆N₄O₁₄P₂S [ No CAS ]

Reference： [1]Chemistry - A European Journal,2004,vol. 10,p. 173 - 181

4
[ 110764-79-9 ]
[ 138906-72-6 ]
1-[(2R,3R,3aS,7aR,9R,10R,10aR,14aS)-9-(4-Amino-2-oxo-2H-pyrimidin-1-yl)-5,12-dihydroxy-3,10-dimethoxy-5,12-dioxo-octahydro-1,4,6,8,11-pentaoxa-13-thia-5λ⁵,12λ⁵-diphospha-dicyclopenta[a,g]cyclododecen-2-yl]-1H-pyrimidine-2,4-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93 % Chromat.	Multistep reaction;

Reference： [1]Smietana, Michael; Johnson, Robert B.; Wang, Q. May; Kool, Eric T. [Chemistry - A European Journal, 2004, vol. 10, # 1, p. 173 - 181]

Yield	Reaction Conditions	Operation in experiment
100%	Stage #1: With N-ethyl-N,N-diisopropylamine In dichloromethane; toluene for 0.0833333h; Stage #2: With dmap In dichloromethane; toluene for 0.133333h;	4 General procedure: i) An activated resin obtained in Example 8 (AM-PS-Het5, 250 mg) was loaded into an HPLC column of stainless steel (75 mm x 4.6 mm). The resulting column packed with the activated resin was flushed with toluene at a flow rate of 1.00 mL/min for 15 minutes. The column was weighed (mToiuene + resin + column = 43.118 g), flushed with dichloromethane (DCM) with a flow rate of (0151) 1.00 mL/min for 15 minutes, and then weighted again (rriDCM + res n + column = 43.588 g). The void volume, Vvoid, of the system was determined to establish a connection between flow rate and estimated residence time of the liquid passing through the column. The void volume of the column was calculated using the formula: (0152) Am solvent switch 43.5588 g - 43.118 g (0153) ^void = 1.00 raL (0154) 1 3 0 867 wherein, Arrisoivent switch is the difference in mass and Apsoivent the difference in density when switching solvents, ii) a loaded resin was prepared by loading the activated resin 4 times with PCI (0.10 M) and L/,/V-diisopropylethylamine (DIPEA, 0.10 M) in DCM (2 mL) with flow rate of 1.00 mL/min for 5 minutes including DCM wash, iii) the substrate alcohol (0.10 M, 0.114 mmol) and DMAP (0.15 M, 0.171 mmol) or another base, such as PPY or 9AJ, were dissolved in DCM (1 mL) and eluted through the loaded resin with a flow rate of between 0.125 mL/min and 1.00 mL/min (residence time between 8 minutes and 1 minute), iV) fractions comprising the synthesized phosphoramidites were collected for 2.5 times the residence time.
100%	Stage #1: With N-ethyl-N,N-diisopropylamine In dichloromethane; toluene for 0.0833333h; Stage #2: With dmap In dichloromethane; toluene for 0.133333h;	4 General procedure: i) An activated resin obtained in Example 8 (AM-PS-Het5, 250 mg) was loaded into an HPLC column of stainless steel (75 mm x 4.6 mm). The resulting column packed with the activated resin was flushed with toluene at a flow rate of 1.00 mL/min for 15 minutes. The column was weighed (mToiuene + resin + column = 43.118 g), flushed with dichloromethane (DCM) with a flow rate of (0151) 1.00 mL/min for 15 minutes, and then weighted again (rriDCM + res n + column = 43.588 g). The void volume, Vvoid, of the system was determined to establish a connection between flow rate and estimated residence time of the liquid passing through the column. The void volume of the column was calculated using the formula: (0152) Am solvent switch 43.5588 g - 43.118 g (0153) ^void = 1.00 raL (0154) 1 3 0 867 wherein, Arrisoivent switch is the difference in mass and Apsoivent the difference in density when switching solvents, ii) a loaded resin was prepared by loading the activated resin 4 times with PCI (0.10 M) and L/,/V-diisopropylethylamine (DIPEA, 0.10 M) in DCM (2 mL) with flow rate of 1.00 mL/min for 5 minutes including DCM wash, iii) the substrate alcohol (0.10 M, 0.114 mmol) and DMAP (0.15 M, 0.171 mmol) or another base, such as PPY or 9AJ, were dissolved in DCM (1 mL) and eluted through the loaded resin with a flow rate of between 0.125 mL/min and 1.00 mL/min (residence time between 8 minutes and 1 minute), iV) fractions comprising the synthesized phosphoramidites were collected for 2.5 times the residence time.
60%		58 5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-methyluridine-3'-O-(β-cyanoethyl N,N-diisopropylphosphoramidite) Example 58 5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-methyluridine-3'-O-(β-cyanoethyl N,N-diisopropylphosphoramidite) The product was prepared as per Example 54 from the intermediate 5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-methyl-uridine. Ethyl acetate-hexanes-triethylamine (59:40:1) was used as the chromatography eluent to give the product as a solid foam in 60% yield. TLC homogenous diastereomers, Rf 0.58; 0.44 [ethyl acetate-hexanes-triethylamine 59:40:1)]. 31 P-NMR (CDCl3, H3 PO4 std.) d 148.11; 148.61 (diastereomers).

6
[ 1092661-32-9 ]
[ 110764-79-9 ]
[ 138906-72-6 ]
[ 138906-75-9 ]
5'-O-dimethoxytritil-2'-O-methylguanosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) [ No CAS ]
2'OMe(CAAACACCAUU(2'-(dodecanoyl)amino)GUCACACU(2'-(dodecanoyl)amino)CCA) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 5'-O-dimethoxytritil-2'-O-methylcytidine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) With 1H-tetrazole Automated synthesizer; solid phase reaction; Stage #2: With ammonia In water at 55℃; Automated synthesizer; solid phase reaction; Stage #3: 5'-O-dimethoxytrityl-2'-[(dodecanoyl)amino]-2'-deoxyuridine-3'-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite); 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine; 5'-O-dimethoxytritil-2'-O-methylcytidine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite); 5'-O-dimethoxytritil-2'-O-methyladenosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite); 5'-O-dimethoxytritil-2'-O-methylguanosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) Automated synthesizer; solid phase reaction; Further stages;

Reference： [1]Chapuis, Hubert; Bui, Laurent; Bestel, Isabelle; Barthélémy, Philippe [Tetrahedron Letters, 2008, vol. 49, # 48, p. 6838 - 6840]

7
[ 1092661-32-9 ]
[ 110764-79-9 ]
[ 138906-72-6 ]
[ 138906-75-9 ]
5'-O-dimethoxytritil-2'-O-methylguanosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) [ No CAS ]
2'OMe(CAAACACCAUU(2'-(dodecanoyl)amino)GUCACACUCCA) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 5'-O-dimethoxytritil-2'-O-methylcytidine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) With 1H-tetrazole Automated synthesizer; solid phase reaction; Stage #2: With ammonia In water at 55℃; Automated synthesizer; solid phase reaction; Stage #3: 5'-O-dimethoxytrityl-2'-[(dodecanoyl)amino]-2'-deoxyuridine-3'-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite); 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine; 5'-O-dimethoxytritil-2'-O-methylcytidine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite); 5'-O-dimethoxytritil-2'-O-methyladenosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite); 5'-O-dimethoxytritil-2'-O-methylguanosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) Automated synthesizer; solid phase reaction; Further stages;

Reference： [1]Chapuis, Hubert; Bui, Laurent; Bestel, Isabelle; Barthélémy, Philippe [Tetrahedron Letters, 2008, vol. 49, # 48, p. 6838 - 6840]

8
[ 1092661-32-9 ]
[ 110764-79-9 ]
[ 138906-72-6 ]
[ 138906-75-9 ]
5'-O-dimethoxytritil-2'-O-methylguanosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) [ No CAS ]
2'OMe(CAAACACCAUUGU(2'-(dodecanoyl)amino)CACACUCCA) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 5'-O-dimethoxytritil-2'-O-methylcytidine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) With 1H-tetrazole Automated synthesizer; solid phase reaction; Stage #2: With ammonia In water at 55℃; Automated synthesizer; solid phase reaction; Stage #3: 5'-O-dimethoxytrityl-2'-[(dodecanoyl)amino]-2'-deoxyuridine-3'-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite); 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine; 5'-O-dimethoxytritil-2'-O-methylcytidine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite); 5'-O-dimethoxytritil-2'-O-methyladenosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite); 5'-O-dimethoxytritil-2'-O-methylguanosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) Automated synthesizer; solid phase reaction; Further stages;

Reference： [1]Chapuis, Hubert; Bui, Laurent; Bestel, Isabelle; Barthélémy, Philippe [Tetrahedron Letters, 2008, vol. 49, # 48, p. 6838 - 6840]

9
[ 1092661-32-9 ]
[ 110764-79-9 ]
[ 138906-72-6 ]
[ 138906-75-9 ]
5'-O-dimethoxytritil-2'-O-methylguanosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) [ No CAS ]
2'OMe(CAAACACCAUUGUCACACU(2'-(dodecanoyl)amino)CCA) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 5'-O-dimethoxytritil-2'-O-methylcytidine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) With 1H-tetrazole Automated synthesizer; solid phase reaction; Stage #2: With ammonia In water at 55℃; Automated synthesizer; solid phase reaction; Stage #3: 5'-O-dimethoxytrityl-2'-[(dodecanoyl)amino]-2'-deoxyuridine-3'-O-(2-cyanoethyl-N,N-diisopropylphosphoramidite); 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine; 5'-O-dimethoxytritil-2'-O-methylcytidine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite); 5'-O-dimethoxytritil-2'-O-methyladenosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite); 5'-O-dimethoxytritil-2'-O-methylguanosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) solid phase reaction; Automated synthesizer; Further stages;

Reference： [1]Chapuis, Hubert; Bui, Laurent; Bestel, Isabelle; Barthélémy, Philippe [Tetrahedron Letters, 2008, vol. 49, # 48, p. 6838 - 6840]

10
[ 110764-79-9 ]
[ 138906-72-6 ]
[ 138906-75-9 ]
5'-O-dimethoxytritil-2'-O-methylguanosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) [ No CAS ]
2'OMe(CAAACACCAUUGUCACACUCCA) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 5'-O-dimethoxytritil-2'-O-methylcytidine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) With 1H-tetrazole Automated synthesizer; solid phase reaction; Stage #2: With ammonia In water at 55℃; Automated synthesizer; solid phase reaction; Stage #3: 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine; 5'-O-dimethoxytritil-2'-O-methylcytidine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite); 5'-O-dimethoxytritil-2'-O-methyladenosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite); 5'-O-dimethoxytritil-2'-O-methylguanosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) Automated synthesizer; solid phase reaction; Further stages;

Reference： [1]Chapuis, Hubert; Bui, Laurent; Bestel, Isabelle; Barthélémy, Philippe [Tetrahedron Letters, 2008, vol. 49, # 48, p. 6838 - 6840]

11
C₁₀H₁₃N₂O₅Pol [ No CAS ]
[ 98796-51-1 ]
[ 160636-25-9 ]
[ 138906-72-6 ]
[ 138906-75-9 ]
5'-O-dimethoxytritil-2'-O-methylguanosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) [ No CAS ]
(2'-OMe)[CCUACAGAGAACUGCGGUU]-d[TT] [ No CAS ]

Reference： [1]Organic Letters,2008,vol. 10,p. 2793 - 2796

12
C₁₀H₁₃N₂O₅Pol [ No CAS ]
[ 110764-79-9 ]
[ 138906-72-6 ]
[ 138906-75-9 ]
5'-O-dimethoxytritil-2'-O-methylguanosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) [ No CAS ]
[ 1039429-65-6 ]

Yield	Reaction Conditions	Operation in experiment
64%	Stage #1: C₁₀H₁₃N₂O₅Pol; 5'-O-dimethoxytritil-2'-O-methylguanosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) With benzimidazolium trifluoromethanesulfonate In acetonitrile at 20℃; for 0.166667h; Automated synthesizer; solid phase reaction; Stage #2: With 1-methyl-pyrrolidin-2-one; 1-hydroxy-6-nitro-1,2,3-benzotriazole In acetonitrile at 20℃; for 0.0333333h; Automated synthesizer; solid phase reaction; Stage #3: 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine; 5'-O-dimethoxytritil-2'-O-methylcytidine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite); 5'-O-dimethoxytritil-2'-O-methyladenosine-3'-O-(2-cianoethyl-N,N-diisopropylphosphoramidite) Further stages;

Reference： [1]Ohkubo, Akihiro; Kuwayama, Yasukazu; Kudo, Tomomi; Tsunoda, Hirosuke; Seio, Kohji; Sekine, Mitsuo [Organic Letters, 2008, vol. 10, # 13, p. 2793 - 2796]

13
C₂₄H₃₀N₈O₁₁PPol [ No CAS ]
[ 110764-79-9 ]
C₅₈H₆₄N₁₁O₂₀P₂Pol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: C₂₄H₃₀N₈O₁₁PPol; 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine With benzimidazolium trifluoromethanesulfonate In acetonitrile at 20℃; for 0.166667h; solid phase reaction; Stage #2: With 1-methyl-pyrrolidin-2-one; 1-hydroxy-6-nitro-1,2,3-benzotriazole In acetonitrile at 20℃; for 0.0333333h; solid phase reaction;

Reference： [1]Ohkubo, Akihiro; Kuwayama, Yasukazu; Kudo, Tomomi; Tsunoda, Hirosuke; Seio, Kohji; Sekine, Mitsuo [Organic Letters, 2008, vol. 10, # 13, p. 2793 - 2796]

14
C₂₃H₃₀N₆O₁₂PPol [ No CAS ]
[ 110764-79-9 ]
C₅₇H₆₄N₉O₂₁P₂Pol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: C₂₃H₃₀N₆O₁₂PPol; 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine With benzimidazolium trifluoromethanesulfonate In acetonitrile at 20℃; for 0.166667h; solid phase reaction; Stage #2: With 1-methyl-pyrrolidin-2-one; 1-hydroxy-6-nitro-1,2,3-benzotriazole In acetonitrile at 20℃; for 0.0333333h; solid phase reaction;

Reference： [1]Ohkubo, Akihiro; Kuwayama, Yasukazu; Kudo, Tomomi; Tsunoda, Hirosuke; Seio, Kohji; Sekine, Mitsuo [Organic Letters, 2008, vol. 10, # 13, p. 2793 - 2796]

15
C₁₆H₁₈N₃O₈Pol [ No CAS ]
[ 110764-79-9 ]
C₂₉H₃₄N₆O₁₆PPol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: C₁₆H₁₈N₃O₈Pol; 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine With benzyl tetrazol-5-yl sulphide In acetonitrile at 20℃; for 0.5h; solid phase reaction; Stage #2: With pyridine; water; iodine In tetrahydrofuran solid phase reaction;

Reference： [1]Location in patent: experimental part Singh, Ishwar; Heaney, Frances [Organic and Biomolecular Chemistry, 2010, vol. 8, # 2, p. 451 - 456]

16
C₄₄H₅₀N₃O₈PolSi [ No CAS ]
[ 128219-77-2 ]
[ 1228304-75-3 ]
[ 1228304-74-2 ]
[ 160636-25-9 ]
2'-OMe[CCUACAGAGAACUGCGGUU]-dTdT [ No CAS ]

Reference： [1]Organic Letters,2010,vol. 12,p. 2496 - 2499

17
C₄₄H₅₀N₃O₈PolSi [ No CAS ]
[ 128219-77-2 ]
[ 1228304-75-3 ]
[ 1228304-74-2 ]
[ 160636-25-9 ]
2'-OMe[GAUACA(6-N-benzoyl)UUGACCU] [ No CAS ]

Reference： [1]Organic Letters,2010,vol. 12,p. 2496 - 2499

18
C₄₄H₅₀N₃O₈PolSi [ No CAS ]
[ 1228304-74-2 ]
[ 110764-79-9 ]
[ 1228304-76-4 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: C₄₄H₅₀N₃O₈PolSi With 1H-tetrazole Automated synthesizer; solid phase reaction; Stage #2: With iodine Automated synthesizer; solid phase reaction; Stage #3: C₅₀H₆₇N₈O₇P; 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine Further stages;

Reference： [1]Ohkubo, Akihiro; Kuwayama, Yasukazu; Nishino, Yudai; Tsunoda, Hirosuke; Seio, Kohji; Sekine, Mitsuo [Organic Letters, 2010, vol. 12, # 11, p. 2496 - 2499]

19
C₄₄H₅₀N₃O₈PolSi [ No CAS ]
[ 1228304-75-3 ]
[ 110764-79-9 ]
[ 1228304-77-5 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: C₄₄H₅₀N₃O₈PolSi With 1H-tetrazole Automated synthesizer; solid phase reaction; Stage #2: With iodine Automated synthesizer; solid phase reaction; Stage #3: C₄₉H₆₇N₆O₈P; 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine Further stages;

Reference： [1]Ohkubo, Akihiro; Kuwayama, Yasukazu; Nishino, Yudai; Tsunoda, Hirosuke; Seio, Kohji; Sekine, Mitsuo [Organic Letters, 2010, vol. 12, # 11, p. 2496 - 2499]

20
C₄₄H₅₀N₃O₈PolSi [ No CAS ]
[ 128219-77-2 ]
[ 160636-25-9 ]
[ 1228304-78-6 ]

Reference： [1]Organic Letters,2010,vol. 12,p. 2496 - 2499

21
C₄₄H₅₀N₃O₈PolSi [ No CAS ]
[ 1228304-79-7 ]
[ 110764-79-9 ]
r[CUCUCUCUCU]T [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
27%	Stage #1: C₄₄H₅₀N₃O₈PolSi With 1H-tetrazole Automated synthesizer; solid phase reaction; Stage #2: With iodine Automated synthesizer; solid phase reaction; Stage #3: C₅₈H₈₇N₆O₉PSi; 5'-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3'-O-[(2-cyanoethoxy)(dipropan-2-ylamino)phosphanyl]-2'-O-methyluridine Further stages;

Reference： [1]Ohkubo, Akihiro; Kuwayama, Yasukazu; Nishino, Yudai; Tsunoda, Hirosuke; Seio, Kohji; Sekine, Mitsuo [Organic Letters, 2010, vol. 12, # 11, p. 2496 - 2499]

22
[ 150780-67-9 ]
[ 949158-40-1 ]
[ 110764-78-8 ]
[ 110782-31-5 ]
[ 160636-25-9 ]
5'-(2'-O-methyl)-CGU AG[2'-O-(2-N-methylcarbamoylethyl)adenosine] CUA UCU C-3' [ No CAS ]