3'-O-acetyl-2'-deoxy-6,6-N,N-dibenzoyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4'-phenylseleno-adenosine

Base Information

Chemical Name:3'-O-acetyl-2'-deoxy-6,6-N,N-dibenzoyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4'-phenylseleno-adenosine
CAS No.:161496-54-4
Molecular Formula:C₅₃H₄₅N₅O₈Se
Molecular Weight:958.929
Hs Code.:

Synonyms:3'-O-acetyl-2'-deoxy-6,6-N,N-dibenzoyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4'-phenylseleno-adenosine

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Chemical Property of 3'-O-acetyl-2'-deoxy-6,6-N,N-dibenzoyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4'-phenylseleno-adenosine

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Technology Process of 3'-O-acetyl-2'-deoxy-6,6-N,N-dibenzoyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4'-phenylseleno-adenosine

There total 2 articles about 3'-O-acetyl-2'-deoxy-6,6-N,N-dibenzoyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4'-phenylseleno-adenosine 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: 90.0%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 161596-51-6
3'-O-acetyl-2'-deoxy-6,6-N,N-dibenzoyl-4'-phenylseleno-adenosine

: 161496-54-4
3'-O-acetyl-2'-deoxy-6,6-N,N-dibenzoyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4'-phenylseleno-adenosine

Guidance literature:: With pyridine; at 25 ℃; for 6h;
DOI:10.1055/s-1994-25686

Reference yield:

: Acetic acid (3S,5R)-5-(6-dibenzoylamino-purin-9-yl)-2-formyl-2-phenylselanyl-tetrahydro-furan-3-yl ester

: 161496-54-4
3'-O-acetyl-2'-deoxy-6,6-N,N-dibenzoyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4'-phenylseleno-adenosine

Guidance literature:: Multi-step reaction with 2 steps

1: 20 percent / Bu₄NBH₃CN / tetrahydrofuran / -78 deg C, 15 min; 0 deg C, 60 min

2: 90 percent / pyridine / 6 h / 25 °C

With pyridine; tetrabutylammonium (cyano)trihydroborate; In tetrahydrofuran;
DOI:10.1055/s-1994-25686

Reference yield:

: 161496-54-4
3'-O-acetyl-2'-deoxy-6,6-N,N-dibenzoyl-5'-O-(4,4'-dimethoxytriphenylmethyl)-4'-phenylseleno-adenosine

: 6-N-benzoyl-3'-O-(2-cyanoethyl N,N-diisopropyl-phosphoramidite)-2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-4'-phenylseleno-adenosine

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaOMe, 2.) 50percent NH₃ / 1.) MeOH, CH₂Cl₂, 0 deg C, 10 min, 2.) MeOH, CH₂Cl₂, 0 deg C, 2 h

2: 90 percent / EtN(i-Pr)2 / CH₂Cl₂ / 1 h / 25 °C

With ammonium hydroxide; sodium methylate; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1055/s-1994-25686