ChemicalBook > CAS DataBase List > DMT-2'-F-Bz-dA

DMT-2'-F-Bz-dA

Product Name
DMT-2'-F-Bz-dA
CAS No.
136834-21-4
Chemical Name
DMT-2'-F-Bz-dA
Synonyms
AK-64782;DMT-2'-F-Bz-A;DMT-2'-F-Bz-A;DMT-2'-F-Bz-dA;DMT-2'-F-A(Bz);DMT-2'-F-Bz-dA;DMT-2'-F-dA(Bz);5'-DMT-2'-F-Bz-dA;N6-Bz-DMT-2'-F-dA;5'-O-DMT-2'-F-Bz-dA
CBNumber
CB82610104
Molecular Formula
C38H34FN5O6
Formula Weight
675.7
MOL File
136834-21-4.mol
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DMT-2'-F-Bz-dA Property

Density 
1.35±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
7.87±0.43(Predicted)
form 
Solid
color 
White to light yellow
InChIKey
DDOOVEXTSRBCMU-RDDJVILNNA-N
SMILES
O=C(C1C=CC=CC=1)NC1N=CN=C2C=1N=CN2[C@H]1[C@H](F)[C@H](O)[C@@H](COC(C2C=CC=CC=2)(C2C=CC(OC)=CC=2)C2C=CC(OC)=CC=2)O1 |&1:18,19,21,23,r|
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

TRC
Product number
D494273
Product name
5''-O-DMT-N6-Benzoyl-2''-fluoro-2''-deoxyadenosine
Packaging
500mg
Price
$240
Updated
2021/12/16
Biosynth Carbosynth
Product number
NB08366
Product name
N6-Benzoyl-2'-deoxy-5'-O-DMT-2'-fluoroadenosine
Packaging
1g
Price
$220
Updated
2021/12/16
Biosynth Carbosynth
Product number
NB08366
Product name
N6-Benzoyl-2'-deoxy-5'-O-DMT-2'-fluoroadenosine
Packaging
2g
Price
$380
Updated
2021/12/16
Biosynth Carbosynth
Product number
NB08366
Product name
N6-Benzoyl-2'-deoxy-5'-O-DMT-2'-fluoroadenosine
Packaging
5G
Price
$750
Updated
2021/12/16
Biosynth Carbosynth
Product number
NB08366
Product name
N6-Benzoyl-2'-deoxy-5'-O-DMT-2'-fluoroadenosine
Packaging
250mg
Price
$75
Updated
2021/12/16
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DMT-2'-F-Bz-dA Chemical Properties,Usage,Production

Uses

5''-O-DMT-N6-Benzoyl-2''-fluoro-2''-deoxyadenosine (CAS# 136834-21-4) is a nucleoside building block, used in the preparation of 3'',?4''-?oxetane nucleosides for their anti-viral properties towards Hepatitis C.

Synthesis

40615-36-9

136834-20-3

136834-21-4

N-(9-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide (570 g, 1.53 mol) was dissolved in pyridine (2.85 L, 35.2 mol). The reaction mixture was cooled to 2.6 °C, followed by the addition of 4,4'-bimethoxytrityl chloride (543 g, 1.60 mol). The reaction mixture was stirred at 0 to 5 °C for 2 h and then slowly warmed to room temperature. The progress of the reaction was monitored by LC/MS and after confirming that the reaction was complete, the mixture was cooled below 5°C and the reaction was quenched by slow addition of methanol (124 ml, 3.05 mol) with continuous stirring for 15 min. Subsequently, the reaction mixture was concentrated by co-evaporation with toluene (2.00 L) and diluted with a solvent mixture of ethyl acetate (2.85 L) and n-heptane (2.85 L). The organic layer was washed with 9% saturated aqueous sodium bicarbonate (2.0 L) and ethyl acetate (2.85 L) was added to ensure complete dissolution of the crude product. After stirring for 5 minutes, the organic and aqueous layers were separated. After the organic layer was washed with water (2.0 L), solids began to slowly precipitate out. After separation of the aqueous layer, the organic layer was concentrated to approximately 1/50th of the original volume. the crude product was slurried with a solvent mixture of n-heptane (2.00 L) and toluene (0.50 L), stirred for 15 minutes, and then the light yellow solid was collected by vacuum filtration. The filter cake was washed sequentially with a solvent mixture of (1) n-heptane (0.60 L) and toluene (0.30 L) and (2) n-heptane (3.00 L). The solid was dried at room temperature for 30 min, then transferred to a tray and dried in a vacuum oven at 50 °C overnight to afford the target compound N-(9-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-fluoro-4-hydroxytetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide (996.7 g. 1.47 mol, 97% yield).NMR data confirmed the structure of the product.

References

[1] Patent: WO2018/152450, 2018, A1. Location in patent: Page/Page column 61; 62
[2] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 15, p. 4539 - 4543
[3] Patent: WO2018/156625, 2018, A1. Location in patent: Paragraph 0290; 0291
[4] Journal of Medicinal Chemistry, 1993, vol. 36, # 7, p. 831 - 841
[5] Tetrahedron Letters, 1998, vol. 39, # 13, p. 1657 - 1660

DMT-2'-F-Bz-dA Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from DMT-2'-F-Bz-dA manufacturers

Shenzhen Nexcon Pharmatechs Ltd.
Product
DMT-2'-F-Bz-dA 136834-21-4
Price
US $0.00-0.00/G
Min. Order
1G
Purity
98%
Supply Ability
2000
Release date
2025-06-04
Hefei Huana Biomedical Technology Co.,Ltd.
Product
5'-DMT-2'-F-Bz-dA 136834-21-4
Price
US $0.00/g
Min. Order
100g
Purity
≥98%(HPLC)
Supply Ability
20tons
Release date
2023-03-29
Zhejiang Hengkang Pharmaceutical Co., Ltd.
Product
DMT-2'-F-Bz-dA 136834-21-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
500kg per month
Release date
2022-11-25

136834-21-4, DMT-2'-F-Bz-dA Related Search:


  • N6-benzoyl-2'-deoxy-2'-fluoro-5'-O-(4,4'-dimethoxytrityl)adenosine
  • N-Benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-2'-fluoroadenosine
  • Adenosine, N-benzoyl-5'-O-[bis(4-Methoxyphenyl)phenylMethyl]-2'-deoxy-2'-fluoro-
  • N6-Benzoyl-5'-O-DMT-2'-fluoro-2'-deoxyadenosine
  • AK-64782
  • 5'-DMT-2'-F-Bz-dA
  • DMT-2'-F-BZ-DA N-(9-((2R,3R,4R,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3-fluoro-4-hydroxytetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide
  • 5'-O-DMT-N6-Bz-2'-F-dA
  • Adenosine, N-benzoyl-5'-O-[bis(4-Methoxyphenyl)phenylMethyl]-2'-deoxy-2'-fluoro- ISO 9001:2015 REACH
  • 5'-O-DMT-2'-Fluoro-N6-Benzoyl-2'-deoxyadenosine
  • 5'-O-DMT-2'-F-Benzoyl-Deoxyadenosine
  • N-[9-[(2R,3R,4R,5R)-5-[[Bis(4-methoxyphenyl)(phenyl)methoxy]methyl]-3-fluoro-4-hydroxy-2-tetrahydrofuryl]-9H-purin-6-yl]benzamide
  • 5'-ODMT-2'-Fluoro-N-Bz Adenosine
  • DMT-2'-F-dA(Bz)
  • DMT-2'-F-Bz-dA
  • DMT-2'-F-Bz-A
  • 5'-O-DMT-N6-benzoyl-2'-fluoro-2'-deoxyadenosine
  • 5'-O-DMT-2'-F-N6-Bz-deoxyadenosine
  • N6-Bz-DMT-2'-F-dA
  • N6-Bz-2'-F-5'-O-DMT-2'-dA
  • 5'-O-DMTr-2'-F-dA(Bz)
  • N6-Benzoyl-2'-deoxy-5'-O-DMT-2'-fluoroadenosine
  • DMT-2'-F-A(Bz)
  • DMT-2'-F-Bz-dA
  • 5'-O-DMT-2'-F-Bz-dA
  • DMT-2'-F-Bz-A
  • N6-Benzoyl-5'-O-[bis(4-Methoxyphenyl)phenylMethyl]-2'-Fluoro-2'-Deoxyadenosine
  • 5'-O-DMT-N6-BENZOYL-2'-FLUORO-2'-DEOXYADENOSINE
  • 5’-O-DMT-2'-F-dA(bz)
  • N6-Bz-5'-O-DMT-2'-F-dA N6-Benzoyl-5'-O-(4,4’-dimethoxytrityl)-2'-fluoro-2'-deoxy-adenosine
  • 136834-21-4
  • Modified(deoxy)nucleoside