Benzoic acid (2R,3S,5R)-5-(6-dibenzoylamino-purin-9-yl)-2-(diphenyl-vinyl-silanyloxymethyl)-2-phenylselanyl-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Benzoic acid (2R,3S,5R)-5-(6-dibenzoylamino-purin-9-yl)-2-(diphenyl-vinyl-silanyloxymethyl)-2-phenylselanyl-tetrahydro-furan-3-yl ester
CAS No.:201420-65-7
Molecular Formula:C₅₁H₄₁N₅O₆SeSi
Molecular Weight:926.962
Hs Code.:

Synonyms:Benzoic acid (2R,3S,5R)-5-(6-dibenzoylamino-purin-9-yl)-2-(diphenyl-vinyl-silanyloxymethyl)-2-phenylselanyl-tetrahydro-furan-3-yl ester

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Chemical Property of Benzoic acid (2R,3S,5R)-5-(6-dibenzoylamino-purin-9-yl)-2-(diphenyl-vinyl-silanyloxymethyl)-2-phenylselanyl-tetrahydro-furan-3-yl ester

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Technology Process of Benzoic acid (2R,3S,5R)-5-(6-dibenzoylamino-purin-9-yl)-2-(diphenyl-vinyl-silanyloxymethyl)-2-phenylselanyl-tetrahydro-furan-3-yl ester

There total 7 articles about Benzoic acid (2R,3S,5R)-5-(6-dibenzoylamino-purin-9-yl)-2-(diphenyl-vinyl-silanyloxymethyl)-2-phenylselanyl-tetrahydro-furan-3-yl ester 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%

: 18419-53-9
vinyldiphenylchlorosilane

: 201420-63-5
Benzoic acid (2R,3S,5R)-5-(6-dibenzoylamino-purin-9-yl)-2-hydroxymethyl-2-phenylselanyl-tetrahydro-furan-3-yl ester

: 201420-65-7
Benzoic acid (2R,3S,5R)-5-(6-dibenzoylamino-purin-9-yl)-2-(diphenyl-vinyl-silanyloxymethyl)-2-phenylselanyl-tetrahydro-furan-3-yl ester

Guidance literature:: With dmap; triethylamine; In toluene; for 0.5h; Ambient temperature;
DOI:10.1021/jo971703a

Reference yield:

: 5707-04-0
Phenylselenyl chloride

: 201420-65-7
Benzoic acid (2R,3S,5R)-5-(6-dibenzoylamino-purin-9-yl)-2-(diphenyl-vinyl-silanyloxymethyl)-2-phenylselanyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) (COCl)2, DMSO, Et₃N, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1.5 h, 2.) CH₂Cl₂, -78 deg C, 30 min, 0 deg C, 1.5 h

2: 72 percent / Bu₄NBH₃CN / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) 0 deg C, 1.5 h

3: 84 percent / DMAP, Et₃N / toluene / 0.5 h / Ambient temperature

With dmap; oxalyl dichloride; tetrabutylammonium (cyano)trihydroborate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; toluene;
DOI:10.1021/jo971703a

Reference yield:

: 98-88-4
benzoyl chloride

: 201420-65-7
Benzoic acid (2R,3S,5R)-5-(6-dibenzoylamino-purin-9-yl)-2-(diphenyl-vinyl-silanyloxymethyl)-2-phenylselanyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) pyridine, room temp., 5 h, 2.) pyridine, room temp., overnight

2: CF₃COOH / CH₂Cl₂ / 1 h / Ambient temperature

3: 1.) (COCl)2, DMSO, Et₃N, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1.5 h, 2.) CH₂Cl₂, -78 deg C, 30 min, 0 deg C, 1.5 h

4: 72 percent / Bu₄NBH₃CN / tetrahydrofuran / 1.) -78 deg C, 15 min, 2.) 0 deg C, 1.5 h

5: 84 percent / DMAP, Et₃N / toluene / 0.5 h / Ambient temperature

With dmap; oxalyl dichloride; tetrabutylammonium (cyano)trihydroborate; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo971703a