192370-24-4

Upstream product

• 121353-12-6 tert-Butyl-[(Z)-3-iodo-5-(tetrahydro-pyran-2-yloxy)-pent-2-enyloxy]-diphenyl-silane 
• 105-36-2 ethyl bromoacetate 
• 121353-11-5 (Z)-3-iodo-5-(tetrahydro-2H-pyran-2-yloxy)pent-2-en-1-ol 
• 51442-80-9 5-(tetrahydro-2H-pyran-2-yloxy)-2-pentyn-1-ol 

Downstream Products

• 192370-28-8 (Z)-3-(2-Azido-ethyl)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pent-3-enoic acid ethyl ester 
• 192370-32-4 (Z)-3-(2-Azido-ethyl)-5-(tert-butyl-diphenyl-silanyloxy)-pent-3-enoic acid ethyl ester 
• 678186-82-8 (Z)-3-(2-Azido-ethyl)-5-(6-benzoylamino-purin-9-yl)-pent-3-enoic acid 
• 678186-83-9 (Z)-3-(2-Amino-ethyl)-5-(6-benzoylamino-purin-9-yl)-pent-3-enoic acid 
• 678186-81-7 (Z)-3-(2-Azido-ethyl)-5-(6-benzoylamino-purin-9-yl)-pent-3-enoic acid ethyl ester 
• 192370-37-9 (Z)-5-(6-Benzyloxycarbonylamino-purin-9-yl)-3-(2-tert-butoxycarbonylamino-ethyl)-pent-3-enoic acid ethyl ester 
• 192370-26-6 (Z)-5-(3-Benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-pent-3-enoic acid ethyl ester 
• 192370-27-7 (Z)-5-(3-Benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(2-hydroxy-ethyl)-pent-3-enoic acid ethyl ester 
• 226949-18-4 1-[3-(2-azido-ethyl)-5-(tetrahydro-pyran-2-yloxy)-pent-2-enyl]-3-benzoyl-5-methyl-1H-pyrimidine-2,4-dione 
• 226949-15-1 [3-(2-azido-ethyl)-5-(tetrahydro-pyran-2-yloxy)-pent-2-enyloxy]-tert-butyl-diphenyl-silane 
• 226949-20-8 3-(2-azido-ethyl)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pent-3-enoic acid 
• 226949-19-5 1-[5-azido-3-(2-hydroxy-ethyl)-pent-2-enyl]-3-benzoyl-5-methyl-1H-pyrimidine-2,4-dione 
• 226949-13-9 5-(tert-butyl-diphenyl-silanyloxy)-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-pent-3-en-1-ol 
• 192370-31-3 (Z)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(2-hydroxy-ethyl)-pent-3-enoic acid ethyl ester 

Relevant academic research and scientific papers

Olefinic peptide nucleic acid (OPA)

The olefinic peptide nucleic acid analogues (OPA) monomers containing the bases thymine and adenine were synthesised in 11 steps. Fully modified oligomers containing these units were prepared and their pairing properties assessed by means of UV-melting ex

The synthesis of a thymine containing E-olefinic peptide nucleic acid (OPA) monomer

A monomeric unit of a conformationally constrained PNA analog, E- olefinic peptide nucleic acid (E-OPA) containing the base thymine was synthesized in 14 steps. The key step involved a palladium (0) catalyzed cross-coupling reaction utilizing a reformatsky reagent as nucleophile. A protecting group regime that is compatible with solid-phase PNA and DNA chemistries was chosen.

Synthesis of the monomeric building blocks of Z-olefinic (PNA) (Z-OPA) containing the bases Adenine and thymine

The synthesis of the Boc-protected Z-olefinic peptide nucleic acid analog (Z-OPA) monomers containing the base thymine II and Cbz-adenine 19 is described, Key step in the synthesis of the underlying carbon framework is a Pd(0)-catalyzed coupling of a viny