2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(methyl phosphate) 3'-N-{[(2-nitrobenzyl)oxy]carbonyl}-L-phenylalaninate

Base Information

Chemical Name:2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(methyl phosphate) 3'-N-{[(2-nitrobenzyl)oxy]carbonyl}-L-phenylalaninate
CAS No.:312710-07-9
Molecular Formula:C₃₇H₃₉N₈O₁₅P
Molecular Weight:866.735
Hs Code.:

Synonyms:2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(methyl phosphate) 3'-N-{[(2-nitrobenzyl)oxy]carbonyl}-L-phenylalaninate

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Chemical Property of 2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(methyl phosphate) 3'-N-{[(2-nitrobenzyl)oxy]carbonyl}-L-phenylalaninate

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Technology Process of 2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(methyl phosphate) 3'-N-{[(2-nitrobenzyl)oxy]carbonyl}-L-phenylalaninate

There total 3 articles about 2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(methyl phosphate) 3'-N-{[(2-nitrobenzyl)oxy]carbonyl}-L-phenylalaninate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 55.0%

: 30034-24-3
N-{[(2-nitrobenzyl)oxy]carbonyl}-L-phenylalanine

: 2'-O-{[(1S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(triethylammonium methyl phosphate)

: 312710-21-7
2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(methyl phosphate) 3'-O-{N-{[(2-nitrobenzyl)oxy]carbonyl}-D-phenylalaninate}

: 312710-07-9
2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(methyl phosphate) 3'-N-{[(2-nitrobenzyl)oxy]carbonyl}-L-phenylalaninate

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 4-pyrrolidin-1-ylpyridine; N-ethyl-N,N-diisopropylamine; In pyridine; at 20 ℃; for 2h;
DOI:10.1002/1522-2675(20000906)83:9<2477::AID-HLCA2477>3.0.CO;2-9

Reference yield:

: 42854-99-9
o-nitrobenzyl chloroformate

: 312710-07-9
2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(methyl phosphate) 3'-N-{[(2-nitrobenzyl)oxy]carbonyl}-L-phenylalaninate

Guidance literature:: Multi-step reaction with 2 steps

1: 49 percent / NaOH / H₂O / 2.5 h / 20 °C

2: 55 percent / BOP; iPr₂NEt; 4-(pyrrolidin-1-yl)pyridine / pyridine / 2 h / 20 °C

With sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 4-pyrrolidin-1-ylpyridine; N-ethyl-N,N-diisopropylamine; In pyridine; water; 1: Condensation / 2: Condensation;
DOI:10.1002/1522-2675(20000906)83:9<2477::AID-HLCA2477>3.0.CO;2-9

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 312710-07-9
2'-O-{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(methyl phosphate) 3'-N-{[(2-nitrobenzyl)oxy]carbonyl}-L-phenylalaninate

Guidance literature:: Multi-step reaction with 2 steps

1: 49 percent / NaOH / H₂O / 2.5 h / 20 °C

2: 55 percent / BOP; iPr₂NEt; 4-(pyrrolidin-1-yl)pyridine / pyridine / 2 h / 20 °C

With sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 4-pyrrolidin-1-ylpyridine; N-ethyl-N,N-diisopropylamine; In pyridine; water; 1: Condensation / 2: Condensation;
DOI:10.1002/1522-2675(20000906)83:9<2477::AID-HLCA2477>3.0.CO;2-9