ChemicalBook > CAS DataBase List > 5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine

5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine

Product Name
5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine
CAS No.
81265-93-2
Chemical Name
5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine
Synonyms
TBS-Bz-rA;TBS-rA(Bz);5'-DMT-2'-TBDMS-Bz-rA;5'-O-DMT-2'-O-TBDMS-Bz-rA;5'-O-DMTr-2'-O-TBDMS-rA(Bz);N6-Bz-2'-O-TBDMS-5'-O-DMT-A;5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine;2'-O-TBDMS-5'-O-DMT-N6-Bz adenosine;N6-Bz-2'-O-TBDMS-5'-O-DMT-adenosine;5'-O-DMT-2'-O-TBDMS-N6-benzoyladenosine
CBNumber
CB52516267
Molecular Formula
C44H49N5O7Si
Formula Weight
787.97
MOL File
81265-93-2.mol
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5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine Property

Density 
1.23±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
7.87±0.43(Predicted)
form 
Solid
color 
White to off-white
InChIKey
DAZIGOPASNJPCJ-OLXVHECFNA-N
SMILES
O(C(C1=CC=C(OC)C=C1)(C1=CC=C(OC)C=C1)C1=CC=CC=C1)C[C@H]1O[C@@H](N2C3=C(C(=NC=N3)NC(=O)C3=CC=CC=C3)N=C2)[C@H](O[Si](C(C)(C)C)(C)C)[C@@H]1O |&1:25,27,46,55,r|
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
D494223
Product name
5''-O-DMT-2''-O-TBDMS-N-Bz-Adenosine
Packaging
2.5g
Price
$200
Updated
2021/12/16
AK Scientific
Product number
2621AC
Product name
5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine
Packaging
5g
Price
$252
Updated
2021/12/16
Biosynth Carbosynth
Product number
NB15297
Product name
N6-Benzoyl-2'-O-tert-butyldimethylsilyl-5'-O-DMT-adenosine
Packaging
10g
Price
$265
Updated
2021/12/16
ChemScene
Product number
CS-0021845
Product name
5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine
Packaging
5g
Price
$312
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
NUC0005202
Product name
5'-O-DMT-2'-O-TBDMS-N-BZ-ADENOSINE
Purity
95.00%
Packaging
250MG
Price
$391.65
Updated
2021/12/16
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5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine Chemical Properties,Usage,Production

Uses

5''-O-DMT-2''-O-TBDMS-N-Bz-Adenosine (CAS# 81265-93-2) is a fluorescent adenosine-containing compound which is often used in for DNA/RNA modifications for detection or the addition of synthetic oligonucleotide blocks.

Synthesis

129666-75-7

18162-48-6

81256-88-4

129681-71-6

Synthesis of N-(9-((2R,3R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-((tert-butyldimethylsilyl)oxy)-3-hydroxytetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide from compound (CAS:129666-75-7) and tert-butyldimethylsilylene and the The general procedure for the compound (CAS:129681-71-6) was as follows: to a solution of tetrahydrofuran (THF, 800 mL) and pyridine (15 mL) of the product of the previous step (200 g, 296.9 mmol) was added sequentially silver cyanide (AgNCb, 83.2 g, 489.8 mmol, 1.65 equiv) and tert-butyldimethylchlorosilane ( TBSCl, 78.7 g, 522.5 mmol, 1.76 equiv). The reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the reaction mixture was filtered, diluted with water (H2O, 1.0 L) and extracted with ethyl acetate (EtOAc, 3 x 1.0 L). The organic layers were combined, washed with brine (2 × 1.0 L), dried over anhydrous sodium sulfate (Na2SO4), and concentrated under reduced pressure. The residue was purified by silica gel (SiO2) column chromatography (eluent: petroleum ether/ethyl acetate=3/1 to 1/1) to afford the products D-2a (114 g, 145 mmol, 49% yield) and D-2b (53 g, 68 mmol, 23% yield).

References

[1] Patent: WO2018/156625, 2018, A1. Location in patent: Paragraph 0296
[2] Canadian Journal of Chemistry, 1982, vol. 60, p. 111 - 120

5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine Preparation Products And Raw materials

Raw materials

Preparation Products

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5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine Suppliers

China 97 India 2 Switzerland 1 United Kingdom 3 United States 5 Global 108
Biosynth AG
Tel
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Fax
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Email
welcome@biosynth.ch
Country
Switzerland
ProdList
3324
Advantage
72
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View Lastest Price from 5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine 81265-93-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-09-23
SHANGHAI NOVRIBO BIOTECH
Product
5’-O-DMT-2’-O-TBDMS-N6-Benzoyl-Adenosine 81265-93-2
Price
US $100.00/kg
Min. Order
0.009999999776482582kg
Purity
99%
Supply Ability
5tons
Release date
2023-03-21

81265-93-2, 5'-O-DMT-2'-O-TBDMS-N-Bz-AdenosineRelated Search:

2'-O-MOE-5MeU-3'-phosphoramidite N2-iso-Butyroyl-5'-(4,4'-dimethoxytrityl)-2'-O-propargylguanosine 2'-O-TBDMS-5'-O-DMT-N4-Ac cytidin 5'-O-DMT-2'-O-methyl-N6-phenoxyacetyl-D-adenosine (N6-BENZOYL)-5'-O-[(N,N-DIISOPROPYLAMINO)-(2-CYANOETHOXY)PHOSPHINYL]-3'-O-(4,4'-DIMETHOXYTRITYL)-2'-DEOXYADENOSINE INDEX NAME NOT YET ASSIGNED N6-BENZOYL-3'-O-(4,4'-DIMETHOXYTRITYL)-2'-DEOXYADENOSINE N-Benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-(2-methoxyethyl)adenosine 5'-O-DMTr-N2-isobutyrylguanosine N6-benzoyl-3'-O-t-butyldiMethylsilyl-5'-O-(4,4'-diMethoxytrityl)-adenosine 5'-DMT-RIBO ADENOSINE (N-BZ) N2-isobutyryl-5'-O-(4,4'-dimethoxytrityl)-3'-O-tert-butyldimethylsilyl guanosine 5'-O-DMT-2'-O-iBu-N-Bz-Guanosine

  • 5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine
  • N6-Benzoyl-2'-O-tert-butyldimethylsilyl-5'-O-DMT-adenosine
  • 5'-DMT-2'-TBDMS-Bz-rA
  • N-(9-((2R,3R,4R,5R)-5-((Bis(4-Methoxyphenyl)(phenyl)Methoxy)Methyl)-3-((tert-butyldiMethylsilyl)oxy)-4-hydroxytetrahydrofuran-2-yl)-9H-purin-6-yl)benzaMide
  • N-benzoyl-5'-O-[bis(4-Methoxyphenyl)phenylMethyl]-2'-O-[(1,1-diMethylethyl)diMethylsilyl]-Adenosine
  • N-(9-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-((tert-but ldimethylsilyl)o
  • N6-Benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)adenosine
  • N-(9-((2R,3R,4R,5R)-5-((Bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-((tert-butyldimethylsily
  • 2'-O-TBDMS-5'-O-DMT-N6-Bz adenosine
  • 5'-O-dimethoxytrityl-2'-O-tert-butyldimethylsilyl-N6-benzoyl adenosine
  • Adenosine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-[(1,1-dimethylethyl)dimethylsilyl]-
  • 5'-O-DMT-2'-O-TBDMS-Bz-rA
  • 5'-O-DMT-2'-O-TBDMS-N6-Benzoyl-Adenosine
  • N6-Bz-2'-O-TBDMS-5'-O-DMT-adenosine
  • N6-Benzoyl-5'-O-DMTr-2'-O-TBDMS-adenosine
  • 5'-O-DMTr-2'-O-TBDMS-rA(Bz)
  • TBS-Bz-rA
  • 5'-O-DMT-2'-O-TBDMS-N6-benzoyladenosine
  • 2'-O-t-Butyldimethylsilyl-5'-O-(4,4'-dimethoxytrityl)-N6-benzoyl adenosine
  • N6-Bz-2'-O-TBDMS-5'-O-DMT-A
  • 5'- 0 - DMT- 2 ' - 0 -TBDMS- N - Bz-Ade- nosine
  • TBS-rA(Bz)
  • 81265-93-2