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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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