3'-O-acetyl-2'-O{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(2-cyanoethyl methyl phosphate)

Base Information

Chemical Name:3'-O-acetyl-2'-O{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(2-cyanoethyl methyl phosphate)
CAS No.:312710-16-0
Molecular Formula:C₂₅H₃₀N₇O₁₁P
Molecular Weight:635.527
Hs Code.:

Synonyms:3'-O-acetyl-2'-O{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(2-cyanoethyl methyl phosphate)

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Chemical Property of 3'-O-acetyl-2'-O{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(2-cyanoethyl methyl phosphate)

Chemical Property:

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Technology Process of 3'-O-acetyl-2'-O{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(2-cyanoethyl methyl phosphate)

There total 7 articles about 3'-O-acetyl-2'-O{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(2-cyanoethyl methyl phosphate) 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:

: 3'-O-acetyl-2'-O{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine

: 312710-16-0
3'-O-acetyl-2'-O{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(2-cyanoethyl methyl phosphate)

Guidance literature:: With iodine; In tetrahydrofuran; pyridine; water;
DOI:10.1002/1522-2675(20000906)83:9<2477::AID-HLCA2477>3.0.CO;2-9

Reference yield:

: 129666-75-7,81246-82-4
6-N-benzoyl-5'-O-(4,4'-dimethoxytrityl)adenosine

: 312710-16-0
3'-O-acetyl-2'-O{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(2-cyanoethyl methyl phosphate)

Guidance literature:: Multi-step reaction with 6 steps

1: 36 percent / Bu₂SnCl₂; iPr₂NEt / 1,2-dichloro-ethane / 0.25 h / 80 °C

2: MeNH₂ / ethanol / 0.25 h / 20 °C

3: DMAP / pyridine / 0.5 h / 20 °C

4: 82 percent / CHCl₂COOH / CH₂Cl₂; methanol / 0.33 h / 4 °C

5: 5-(benzylthio)-1H-tetrazole / acetonitrile / 0.33 h / 20 °C

6: I₂ / H₂O; pyridine; tetrahydrofuran

With dichloro-acetic acid; dmap; benzyl tetrazol-5-yl sulphide; dibutyltin chloride; iodine; N-ethyl-N,N-diisopropylamine; methylamine; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; water; 1,2-dichloro-ethane; acetonitrile; 1: Condensation / 2: debenzoylation / 3: Acetylation / 4: Hydrolysis / 5: Condensation / 6: Oxidation;
DOI:10.1002/1522-2675(20000906)83:9<2477::AID-HLCA2477>3.0.CO;2-9

Reference yield:

: 1-(1-chloromethoxy-ethyl)-2-nitro-benzene

: 312710-16-0
3'-O-acetyl-2'-O{[(S)-1-(2-nitrophenyl)ethoxy]methyl}adenosine 5'-(2-cyanoethyl methyl phosphate)

Guidance literature:: Multi-step reaction with 6 steps

1: 36 percent / Bu₂SnCl₂; iPr₂NEt / 1,2-dichloro-ethane / 0.25 h / 80 °C

2: MeNH₂ / ethanol / 0.25 h / 20 °C

3: DMAP / pyridine / 0.5 h / 20 °C

4: 82 percent / CHCl₂COOH / CH₂Cl₂; methanol / 0.33 h / 4 °C

5: 5-(benzylthio)-1H-tetrazole / acetonitrile / 0.33 h / 20 °C

6: I₂ / H₂O; pyridine; tetrahydrofuran

With dichloro-acetic acid; dmap; benzyl tetrazol-5-yl sulphide; dibutyltin chloride; iodine; N-ethyl-N,N-diisopropylamine; methylamine; In tetrahydrofuran; pyridine; methanol; ethanol; dichloromethane; water; 1,2-dichloro-ethane; acetonitrile; 1: Condensation / 2: debenzoylation / 3: Acetylation / 4: Hydrolysis / 5: Condensation / 6: Oxidation;
DOI:10.1002/1522-2675(20000906)83:9<2477::AID-HLCA2477>3.0.CO;2-9