5'-O-(4,4'-dimethoxytrityl)-N²-isobutyryl-deoxyguanosine-3'-O-(2-selena-spiro-4,4-pentamethylene-1,3,2-oxathiaphospholane)

Base Information

• Chemical Name: 5'-O-(4,4'-dimethoxytrityl)-N²-isobutyryl-deoxyguanosine-3'-O-(2-selena-spiro-4,4-pentamethylene-1,3,2-oxathiaphospholane)
• CAS No.: 912262-43-2
• Molecular Formula: C₄₂H₄₈N₅O₈PSSe
• Molecular Weight: 892.872

Synonyms:5'-O-(4,4'-dimethoxytrityl)-N²-isobutyryl-deoxyguanosine-3'-O-(2-selena-spiro-4,4-pentamethylene-1,3,2-oxathiaphospholane)

Chemical Property of 5'-O-(4,4'-dimethoxytrityl)-N²-isobutyryl-deoxyguanosine-3'-O-(2-selena-spiro-4,4-pentamethylene-1,3,2-oxathiaphospholane)

Chemical Property:

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Technology Process of 5'-O-(4,4'-dimethoxytrityl)-N²-isobutyryl-deoxyguanosine-3'-O-(2-selena-spiro-4,4-pentamethylene-1,3,2-oxathiaphospholane)

There total 2 articles about 5'-O-(4,4'-dimethoxytrityl)-N²-isobutyryl-deoxyguanosine-3'-O-(2-selena-spiro-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: 45.0%

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]-6-oxo-6,9-dihydro-1H-purin-2-yl}-isobutyramide (212575-01-4) → 5'-O-(4,4'-dimethoxytrityl)-N2-isobutyryl-deoxyguanosine-3'-O-(2-selena-spiro-4,4-pentamethylene-1,3,2-oxathiaphospholane) (912262-43-2)

Guidance literature:

With selenium; In benzene; for 12h; sonication;

DOI:10.1021/ol051302e

Reference yield:

2-chloro-“spiro”-4,4-pentamethylene-1,3,2-oxathiaphospholane (198637-74-0) → 5'-O-(4,4'-dimethoxytrityl)-N2-isobutyryl-deoxyguanosine-3'-O-(2-selena-spiro-4,4-pentamethylene-1,3,2-oxathiaphospholane) (912262-43-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ethyldiisopropylamine / CH₂Cl₂ / 0.25 h / 20 °C

2: 45 percent / selenium / benzene / 12 h / sonication

With selenium; N-ethyl-N,N-diisopropylamine; In dichloromethane; benzene;

DOI:10.1021/ol051302e

Reference yield: 66.0%

5'-O-(4,4'-dimethoxytrityl)-N2-isobutyryl-deoxyguanosine-3'-O-(2-selena-spiro-4,4-pentamethylene-1,3,2-oxathiaphospholane) (912262-43-2) + diphenylcarbamic chloride (83-01-2) → 5'-O-(4,4'-dimethoxytrityl)-N2-isobutyryl-O6-diphenylcarbamoyl-deoxyguanosine-3'-O-(2-selena-spiro-4,4-pentamethylene-1,3,2-oxathiaphospholane)

Guidance literature:

With pyridine; N-ethyl-N,N-diisopropylamine; at 20 ℃; for 1h;

DOI:10.1021/ol051302e

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]-6-oxo-6,9-dihydro-1H-purin-2-yl}-isobutyramide

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

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