6-N-benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-4'-phenylseleno-adenosine

Base Information

Chemical Name:6-N-benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-4'-phenylseleno-adenosine
CAS No.:161496-55-5
Molecular Formula:C₄₄H₃₉N₅O₆Se
Molecular Weight:812.784
Hs Code.:

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

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

Chemical Property:

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

There total 8 articles about 6-N-benzoyl-2'-deoxy-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:

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

: 161496-55-5
6-N-benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-4'-phenylseleno-adenosine

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

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

Reference yield:

: 5707-04-0
Phenylselenyl chloride

: 161496-55-5
6-N-benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-4'-phenylseleno-adenosine

Guidance literature:: Multi-step reaction with 3 steps

1: NEt₃ / CH₂Cl₂ / -78 deg C to 0 deg C

2: Bu₄NBH₃(CN) / tetrahydrofuran / -78 deg C to 0 deg C

3: 2.) NaOMe; NH₃ / 1.) pyridine, 20 deg C; 2.) MeOH, 10 min; MeOH, 0 deg C, 50 min

With ammonia; sodium methylate; tetrabutylammonium (cyano)trihydroborate; triethylamine; In tetrahydrofuran; dichloromethane;

Reference yield:

: 89000-77-1
Acetic acid (2R,3S,5R)-5-(6-dibenzoylamino-purin-9-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester

: 161496-55-5
6-N-benzoyl-2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)-4'-phenylseleno-adenosine

Guidance literature:: Multi-step reaction with 4 steps

1: (COCl)2, NEt₃ / dimethylsulfoxide; CH₂Cl₂ / -78 °C

2: NEt₃ / CH₂Cl₂ / -78 deg C to 0 deg C

3: Bu₄NBH₃(CN) / tetrahydrofuran / -78 deg C to 0 deg C

4: 2.) NaOMe; NH₃ / 1.) pyridine, 20 deg C; 2.) MeOH, 10 min; MeOH, 0 deg C, 50 min

With oxalyl dichloride; ammonia; sodium methylate; tetrabutylammonium (cyano)trihydroborate; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;