N¹-[(5''-hydroxy)pentyl]-5'-O-[bis(phenylthio)phosphoryl]-2',3'-O-isopropylideneadenosine

Base Information

• Chemical Name: N¹-[(5''-hydroxy)pentyl]-5'-O-[bis(phenylthio)phosphoryl]-2',3'-O-isopropylideneadenosine
• CAS No.: 911432-29-6
• Molecular Formula: C₃₀H₃₆N₅O₆PS₂
• Molecular Weight: 657.751

Synonyms:N¹-[(5''-hydroxy)pentyl]-5'-O-[bis(phenylthio)phosphoryl]-2',3'-O-isopropylideneadenosine

Chemical Property of N¹-[(5''-hydroxy)pentyl]-5'-O-[bis(phenylthio)phosphoryl]-2',3'-O-isopropylideneadenosine

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N¹-[(5''-hydroxy)pentyl]-5'-O-[bis(phenylthio)phosphoryl]-2',3'-O-isopropylideneadenosine

There total 6 articles about N¹-[(5''-hydroxy)pentyl]-5'-O-[bis(phenylthio)phosphoryl]-2',3'-O-isopropylideneadenosine 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: 82.0%

N1-(5''-monomethoxytrityloxypentyl)-5'-O-[bis(phenylthio)phosphoryl]-2',3'-O-isopropylideneadenosine (911432-25-2) → N1-[(5''-hydroxy)pentyl]-5'-O-[bis(phenylthio)phosphoryl]-2',3'-O-isopropylideneadenosine (911432-29-6)

Guidance literature:

With acetic acid; at 20 ℃; for 8h;

DOI:10.1021/jm060320e

Reference yield:

N1-[(5''-hydroxy)pentyl]-5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylideneadenosine (911432-12-7) → N1-[(5''-hydroxy)pentyl]-5'-O-[bis(phenylthio)phosphoryl]-2',3'-O-isopropylideneadenosine (911432-29-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / pyridine / 8 h / 20 °C

2: 90 percent / tetrabutylammonium fluoride; AcOH / tetrahydrofuran / 2 h / 20 °C

3: 65 percent / pyridine; triisopropylbenzenesulfonyl chloride; tetrazole / 12 h / 20 °C

4: 82 percent / aq. AcOH / 8 h / 20 °C

With pyridine; 1H-tetrazole; triisopropylbenzenesulfonyl chloride; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran;

DOI:10.1021/jm060320e

Reference yield:

N1-(5''-monomethoxytrityloxypentyl)-5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylideneadenosine (911432-17-2) → N1-[(5''-hydroxy)pentyl]-5'-O-[bis(phenylthio)phosphoryl]-2',3'-O-isopropylideneadenosine (911432-29-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / tetrabutylammonium fluoride; AcOH / tetrahydrofuran / 2 h / 20 °C

2: 65 percent / pyridine; triisopropylbenzenesulfonyl chloride; tetrazole / 12 h / 20 °C

3: 82 percent / aq. AcOH / 8 h / 20 °C

With pyridine; 1H-tetrazole; triisopropylbenzenesulfonyl chloride; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran;

DOI:10.1021/jm060320e

upstream raw materials:

N¹-(5''-monomethoxytrityloxypentyl)-5'-O-[bis(phenylthio)phosphoryl]-2',3'-O-isopropylideneadenosine

N¹-[(5''-hydroxy)pentyl]-5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylideneadenosine

N¹-(5''-monomethoxytrityloxypentyl)-2',3'-O-isopropylideneadenosine

N¹-(5''-monomethoxytrityloxypentyl)-5'-O-tert-butyldimethylsilyl-2',3'-O-isopropylideneadenosine

Downstream raw materials:

N¹-(5''-phosphonoxypentyl)-5'-O-[(phenylthio)phosphoryl]-2',3'-O-isopropylideneadenosine

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