5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE

Product Name: 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE
CAS No.: 666848-11-9
Chemical Name: 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE
Synonyms: TBDMS I-dC;5-TBDMS-5-I-2-dC;5′-O-TBS IODO DC;5'-O-TBS 5-iodo dC;5'-O-TBDMS-5-I-2'-dC;5'-TBDMS-5-Iodo-2'-dC;5'-O-TBS-5-iodo-2'-deoxycytidine;5'-O-TBDMS-5-Iodo-2'-DeoxyCytidine;5'-O-TBDMSoxy-5-iodo-2'-deoxycytidine;5'-O-TBDMS-5-Iodo-2'-DeoxyCytidine, >98%
CBNumber: CB72449510
Molecular Formula: C15H26IN3O4Si
Formula Weight: 467.37
MOL File: 666848-11-9.mol

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5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE Property

Boiling point:: 485.7±55.0 °C(Predicted)
Density: 1.58±0.1 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2–8 °C
pka: 14.02±0.60(Predicted)
Appearance: White to off-white Solid
InChI: InChI=1S/C15H26IN3O4Si/c1-15(2,3)24(4,5)22-8-11-10(20)6-12(23-11)19-7-9(16)13(17)18-14(19)21/h7,10-12,20H,6,8H2,1-5H3,(H2,17,18,21)/t10-,11+,12+/m0/s1
InChIKey: GKUIXIRTAVPIGD-QJPTWQEYSA-N
SMILES: O([Si](C(C)(C)C)(C)C)C[C@H]1O[C@@H](N2C=C(I)C(N)=NC2=O)C[C@@H]1O

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Biosynth Carbosynth

Product number: NB08949
Product name: 5'-O-tert-Butyldimethylsilyl-2'-deoxy-5-iodocytidine
Packaging: 10mg
Price: $60
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NB08949
Product name: 5'-O-tert-Butyldimethylsilyl-2'-deoxy-5-iodocytidine
Packaging: 25mg
Price: $100
Updated: 2021/12/16

AK Scientific

Product number: 3573DN
Product name: 5'-O-(Tert-butyldimethylsilyl)-5-iodo-2'-deoxycytidine
Packaging: 100mg
Price: $122
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NB08949
Product name: 5'-O-tert-Butyldimethylsilyl-2'-deoxy-5-iodocytidine
Packaging: 50mg
Price: $150
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NB08949
Product name: 5'-O-tert-Butyldimethylsilyl-2'-deoxy-5-iodocytidine
Packaging: 100mg
Price: $250
Updated: 2021/12/16

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5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE Chemical Properties,Usage,Production

Synthesis

611-53-0

666848-11-9

GENERAL STEPS: To a solution of 5-iodo-2'-deoxycytidine (2.2 g, 6.23 mmol) in anhydrous DMF (130 mL) was added imidazole (467 mg, 6.85 mmol). The reaction mixture was cooled to 0 °C and tert-butyldimethylsilyl chloride (TBDMSCl) (1.33 g, 6.85 mmol) was added slowly over 5 min. The reaction mixture was stirred at room temperature for 18 h and then concentrated under reduced pressure to remove volatiles. The residue was purified by fast column chromatography on silica gel with EtOAc:MeOH as eluent (95:5 to 90:10) to afford the target product 4-amino-1-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-iodopyrimidin-2(1H)-one (2.10 g, 72% yield) and unreacted feedstock (490 mg). The products were characterized as follows: 1H NMR (d6-DMSO) δ 0.11 (s, 3H, CH3), 0.12 (s, 3H, CH3), 0.89 (s, 9H, 3×CH3), 1.90 (ddd, J = 13.2, 7.7, 5.7 Hz, 1H, H-2'), 2.18 (ddd, J = 13.2, 5.7, 2.3 Hz, 1H, H-2'), 3.72 (ddd, J = 11.5, 3.6 Hz, 1H, H-5'), 3.80 (ddd, J = 11.5, 2.8 Hz, 1H, H-5'), 3.86-3.89 (m, 1H, H-4'), 4.14-4.18 (m, 1H, H-3'), 5.22 (ddd, J = 4.1 Hz, 1H, OH), 6.14-4.18 (m, 1H, H-3'), 5.22 (ddd, J = 4.1 Hz, 1H 1H, OH), 6.09 (dd, J = 7.8, 5.8 Hz, 1H, H-1'), 6.60 (br s, 1H, NH), 7.81 (br s, 1H, NH), 7.94 (s, 1H, H-6); MS (ES): m/z (%) (M + H)+ 468 (90%).

References

[1] Patent: EP2607369, 2015, B1. Location in patent: Paragraph 0183

5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE Preparation Products And Raw materials

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Preparation Products

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View Lastest Price from 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE manufacturers

Shenzhen Nexcon Pharmatechs Ltd.

Product: 5′-O-TBS IODO DC 666848-11-9
Price: US $0.00-0.00/G
Min. Order: 1G
Purity: 97%
Supply Ability: 2000
Release date: 2025-06-04

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 5'-TBDMS-5-Iodo-2'-dC 666848-11-9
Price: US $0.00-0.00/KG
Min. Order: 100g
Purity: 97%min
Supply Ability: 100kgs
Release date: 2021-09-06

666848-11-9, 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINERelated Search:

5-IODOCYTOSINE 5-Iodo-2'-deoxycytidine 5-Iodo-2-pyrimidone 5'-O-(TERT-BUTYLDIMETHYLSILYL)-5-IODO-2'-DEOXYCYTIDINE

5'-O-tert-Butylmethylsilyl-2'-deoxy-5-iodocytidine

2'-Deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]-5-iodocytidine

4-amino-1-[(2R,4S,5R)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-hydroxyoxolan-2-yl]-5-iodopyrimidin-2-one

5'-O-TBDMS-5-Iodo-2'-DeoxyCytidine

4-Amino-1-((2R,4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-iodopyrimidin-2(1H)-one

5-TBDMS-5-I-2-dC

5'-O-tert-Butyldimethylsilyl-2'-deoxy-5-iodocytidine

5′-O-TBS IODO DC

5'-O-TBS 5-iodo dC

5'-O-tert-Butylmethylsilyl-5-iodo-2'-deoxycytidine

5'-O-TBS-5-iodo-2'-deoxycytidine

5'-TBDMS-5-Iodo-2'-dC

5'-O-TBDMS-5-Iodo-2'-DeoxyCytidine, >98%

Cytidine, 2'-deoxy-5'-O-[(1,1-dimethylethyl)dimethylsilyl]-5-iodo-

2'-Deoxy-5'-O-[(tert-butyl)dimethylsilyl]-5-iodocytidine

5'-O-TBDMSoxy-5-iodo-2'-deoxycytidine

5'-O-TBDMS-5-I-2'-dC

5'-O-(Tert-butyldimethylsilyl)-5-iodo-2'-deoxycytidine

TBDMS I-dC

666848-11-9

C15H26IN3O4Si