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DMT-2'O-TBDMS-rA(bz) Phosphoramidite

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DMT-2'O-TBDMS-rA(bz) Phosphoramidite Basic information

Product Name:
DMT-2'O-TBDMS-rA(bz) Phosphoramidite
Synonyms:
  • DMT-2′O-TBDMS-rA(bz) Phosphoramidite
  • 2'-TBDMS -Bz-rA-CE-Phosphoramidite
  • 5'-DMT-2'-O-TBDMS- N6-Benzoyl-Adenosine Phosphoramidite
  • (2R,3R,4R,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-(tert-butyldimethylsilyloxy)tetrahydrofuran-3-yl 2-cyanoethyl diisopropylphosphoramidite
  • REF DUPL: 2'-TBDMS-rA(N-Bz)Phosphoramidite
  • Bz-rA Phosphoramidite
  • N6-Benzoyl-2'-O-tert-butyldimethylsilyl-5'-O-DMT-adenosine 3'-CE phosphoramidite
  • 5'-O-(4,4'-DiMethoxy)-N6-benzoyl-2'-O-(t-butyl diMethylsilyl)adenosine-3'-[(2-cyanoethyl)-(N,N-diisopropyl)]-phosphoraMidite
CAS:
104992-55-4
MF:
C53H66N7O8PSi
MW:
988.19
EINECS:
2017-001-1
Product Categories:
  • Pharmaceutical
  • Amidite
Mol File:
104992-55-4.mol
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DMT-2'O-TBDMS-rA(bz) Phosphoramidite Chemical Properties

storage temp. 
Inert atmosphere,Store in freezer, under -20°C
form 
powder
pka
7.87±0.43(Predicted)
color 
white to off-white
InChI
InChI=1/C53H66N7O8PSi/c1-36(2)60(37(3)4)69(65-32-18-31-54)67-46-44(33-64-53(39-21-16-13-17-22-39,40-23-27-42(62-8)28-24-40)41-25-29-43(63-9)30-26-41)66-51(47(46)68-70(10,11)52(5,6)7)59-35-57-45-48(55-34-56-49(45)59)58-50(61)38-19-14-12-15-20-38/h12-17,19-30,34-37,44,46-47,51H,18,32-33H2,1-11H3,(H,55,56,58,61)/t44-,46-,47-,51-,69?/s3
InChIKey
FFXHNCNNHASXCT-RFMFGJHUSA-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]1OP(N(C(C)C)C(C)C)OCCC#N |&1:25,27,46,55,r|
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Safety Information

WGK Germany 
3
HS Code 
29349990
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DMT-2'O-TBDMS-rA(bz) Phosphoramidite Usage And Synthesis

Uses

N-Benzoyl-5'-O-(4,4-Dimethoxytrityl)-2'-O-[(tert-butyl)dimethylsilyl]adenosine-3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidite can be used as Organic synthesis intermediates and pharmaceutical intermediates are mainly used in laboratory research and development processes and chemical production processes.

Uses

DMT-2''O-TBDMS-rA(bz) Phosphoramidite (DMT-2'O-TBDMS-rA(bz) Phosphoramidite) is a 2''-O-Protected ribonucleoside phosphoramidite used as a key raw material for the automated solid-supported synthesis of oligonucleotide-based drugs. It is also used to synthesize 2''-O-guanidinopropyl-modified nucleoside phosphoramidites to incorporate into siRNAs targeting hepatitis B virus.

Synthesis


To a solution of 72 (12.0 g, 15.2 mmoi) in DIPEA (15 ml) and DCM (30 mL) is added DMAP (744 mg, 6.09 rnrnol) and 2cyanoethyl JV.Ndiisopropylchlorophosphoramidite (5.41 g, 22.9 rnmoi) at 25 ℃. After stirring for 2 hours, the mixture is purified directly by basic silica gel column chromatography (EAIPE 1/4 toi/1) to give DMT-2'O-TBDMS-rA(bz) Phosphoramidite as a white solid (13.0 g. 86% yield)

DMT-2'O-TBDMS-rA(bz) PhosphoramiditeSupplier

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