5’-O-DMT-N⁶-benzoyl-2’-deoxyadenosine-3’-O-(2-thio-4,4-pentamethylene-1,3,2-oxathiaphospholane)

Base Information

• Chemical Name: 5’-O-DMT-N⁶-benzoyl-2’-deoxyadenosine-3’-O-(2-thio-4,4-pentamethylene-1,3,2-oxathiaphospholane)
• CAS No.: 865716-19-4
• Molecular Formula: C₄₅H₄₆N₅O₇PS₂
• Molecular Weight: 863.995

Synonyms:5’-O-DMT-N⁶-benzoyl-2’-deoxyadenosine-3’-O-(2-thio-4,4-pentamethylene-1,3,2-oxathiaphospholane)

Chemical Property of 5’-O-DMT-N⁶-benzoyl-2’-deoxyadenosine-3’-O-(2-thio-4,4-pentamethylene-1,3,2-oxathiaphospholane)

Chemical Property:

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Technology Process of 5’-O-DMT-N⁶-benzoyl-2’-deoxyadenosine-3’-O-(2-thio-4,4-pentamethylene-1,3,2-oxathiaphospholane)

There total 6 articles about 5’-O-DMT-N⁶-benzoyl-2’-deoxyadenosine-3’-O-(2-thio-4,4-pentamethylene-1,3,2-oxathiaphospholane) 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: 84.0%

N-{9-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(3-oxa-1-thia-2-phospha-spiro[4.5]dec-2-yloxy)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide (212574-97-5) → 5’-O-DMT-N6-benzoyl-2’-deoxyadenosine-3’-O-(2-thio-4,4-pentamethylene-1,3,2-oxathiaphospholane) (865716-19-4)

Guidance literature:

With sulfur; In acetonitrile; for 12h;

DOI:10.1021/ja973801j

Reference yield:

N6-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine (64325-78-6) → 5’-O-DMT-N6-benzoyl-2’-deoxyadenosine-3’-O-(2-thio-4,4-pentamethylene-1,3,2-oxathiaphospholane) (865716-19-4)

Guidance literature:

Multi-step reaction with 2 steps

1: diisopropylethylamine / acetonitrile / 0.08 h / Ambient temperature

2: 84 percent / sulfur / acetonitrile / 12 h

With sulfur; N-ethyl-N,N-diisopropylamine; In acetonitrile;

DOI:10.1021/ja973801j

Reference yield:

2-chloro-“spiro”-4,4-pentamethylene-1,3,2-oxathiaphospholane (198637-74-0) → 5’-O-DMT-N6-benzoyl-2’-deoxyadenosine-3’-O-(2-thio-4,4-pentamethylene-1,3,2-oxathiaphospholane) (865716-19-4)

Guidance literature:

Multi-step reaction with 2 steps

1: diisopropylethylamine / acetonitrile / 0.08 h / Ambient temperature

2: 84 percent / sulfur / acetonitrile / 12 h

With sulfur; N-ethyl-N,N-diisopropylamine; In acetonitrile;

DOI:10.1021/ja973801j

upstream raw materials:

N-{9-[(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(3-oxa-1-thia-2-phospha-spiro[4.5]dec-2-yloxy)-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

N₆-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine

2-chloro-“spiro”-4,4-pentamethylene-1,3,2-oxathiaphospholane

1-mercapto-1,1-pentamethylenethan-2-ol

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