Diphenyl-carbamic acid 9-[(2R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-isobutyrylamino-9H-purin-6-yl ester

Base Information

Chemical Name:Diphenyl-carbamic acid 9-[(2R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-isobutyrylamino-9H-purin-6-yl ester
CAS No.:195375-56-5
Molecular Formula:C₅₂H₅₇N₇O₅Si
Molecular Weight:888.154
Hs Code.:

Diphenyl-carbamic acid 9-[(2R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-isobutyrylamino-9H-purin-6-yl ester

Synonyms:Diphenyl-carbamic acid 9-[(2R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-isobutyrylamino-9H-purin-6-yl ester

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Chemical Property of Diphenyl-carbamic acid 9-[(2R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-isobutyrylamino-9H-purin-6-yl ester

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Technology Process of Diphenyl-carbamic acid 9-[(2R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-isobutyrylamino-9H-purin-6-yl ester

There total 7 articles about Diphenyl-carbamic acid 9-[(2R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-isobutyrylamino-9H-purin-6-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:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 195375-56-5
Diphenyl-carbamic acid 9-[(2R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-isobutyrylamino-9H-purin-6-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Et₃N, DMAP, 2.) 2 M NaOH / 1.) DMF, room temperature, 2 h, 2.) MeOH, dioxane, 0 deg C, 15 min

2: LiN₃, PPh₃, DEAD / dimethylformamide / 5 h / Ambient temperature

3: 60 percent / H₂ / 10percent Pd/C / ethanol

4: 43.8 g / Et₃N / pyridine / 16 h / Ambient temperature

5: 43.8 g / (i-Pr)2NEt / pyridine / 1.5 h / Ambient temperature

With dmap; sodium hydroxide; lithium azide; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In pyridine; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo970801t

Reference yield:

: 121513-00-6
[(2R,3R,5R)-2-(hydroxymethyl)-5-[2-(2-methylpropanoylamino)-6-oxo-1H-purin-9-yl]tetrahydrofuran-3-yl] benzoate

: 195375-56-5
Diphenyl-carbamic acid 9-[(2R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-isobutyrylamino-9H-purin-6-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Et₃N, DMAP, 2.) 2 M NaOH / 1.) DMF, room temperature, 2 h, 2.) MeOH, dioxane, 0 deg C, 15 min

2: LiN₃, PPh₃, DEAD / dimethylformamide / 5 h / Ambient temperature

3: 60 percent / H₂ / 10percent Pd/C / ethanol

4: 43.8 g / Et₃N / pyridine / 16 h / Ambient temperature

5: 43.8 g / (i-Pr)2NEt / pyridine / 1.5 h / Ambient temperature

With dmap; sodium hydroxide; lithium azide; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In pyridine; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo970801t

Reference yield:

: 195375-52-1
3'-azido-5'-O-tert-butyldimethylsilyl-N₂-isobutyryl-2',3'-dideoxyguanosine

: 195375-56-5
Diphenyl-carbamic acid 9-[(2R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-isobutyrylamino-9H-purin-6-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / H₂ / 10percent Pd/C / ethanol

2: 43.8 g / Et₃N / pyridine / 16 h / Ambient temperature

3: 43.8 g / (i-Pr)2NEt / pyridine / 1.5 h / Ambient temperature

With hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In pyridine; ethanol;
DOI:10.1021/jo970801t