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Chemical Structure| 137348-86-8 Chemical Structure| 137348-86-8
Chemical Structure| 137348-86-8

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Di-tert-butyl diisopropylphosphoramidite is a phosphoramidite monomer used in the synthesis of nucleotides with specialized protecting groups, increasing the specificity of DNA and RNA synthesis.

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Product Details of Di-tert-butyl diisopropylphosphoramidite

CAS No. :137348-86-8
Formula : C14H32NO2P
M.W : 277.38
SMILES Code : CC(C)N(C(C)C)P(OC(C)(C)C)OC(C)(C)C
MDL No. :MFCD00153506
InChI Key :YGFLCNPXEPDANQ-UHFFFAOYSA-N
Pubchem ID :853005

Safety of Di-tert-butyl diisopropylphosphoramidite

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Di-tert-butyl diisopropylphosphoramidite

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 137348-86-8 ]

[ 137348-86-8 ] Synthesis Path-Downstream   1~1

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  • [ 1191252-49-9 ]
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  • [ 1421276-01-8 ]
YieldReaction ConditionsOperation in experiment
20% [0232] Compound 4 was phosphorylated as schematically shown above. To a solution of compound 4 (4.62 g, 8.47 mmol) in THF (50 mL) was added di-tert-butyl N, N- diisopropylphosphoramidite (5.4 mL, 16.9 mmol) and tetrazole (1.78 g, 25.41 mmol). The reaction was stirred at room temp for 3 h then cooled to -40C and treated with a solution of 3-chloroperoxybenzoic acid (85%, 2.06 g, 10.16 mmol) in CH2C 12 (50 mL). The reaction was stirred for 15 min then partitioned between EtOAc (50 mL) and 10% aqueous Na2S203 (75 mL). The organic layer was then washed with 10% aqueous Na2S203 (50 mL), saturated NaHC03 (50 mL), and brine (75 mL). The organic layer was then dried (MgSC^), filtered, and evaporated. The crude product was purified by flash column chromatography (silica, 50% EtOAc/hexane) to yield the desired phosphate 7 (1 .27 g, 20%) as a pale-yellow oil.
 

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