Diphenyl-carbamic acid 9-[(2R,4S,5S)-5-hydroxymethyl-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-hydroxymethyl-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-isobutyrylamino-9H-purin-6-yl ester
CAS No.:195375-57-6
Molecular Formula:C₄₆H₄₃N₇O₅
Molecular Weight:773.891
Hs Code.:

Synonyms:Diphenyl-carbamic acid 9-[(2R,4S,5S)-5-hydroxymethyl-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-hydroxymethyl-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-hydroxymethyl-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-hydroxymethyl-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: 82.0%

: 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

: 195375-57-6
Diphenyl-carbamic acid 9-[(2R,4S,5S)-5-hydroxymethyl-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-isobutyrylamino-9H-purin-6-yl ester

Guidance literature:: With triethylamine tris(hydrogen fluoride); In pyridine; dichloromethane; for 20h; Ambient temperature;
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

: 195375-57-6
Diphenyl-carbamic acid 9-[(2R,4S,5S)-5-hydroxymethyl-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-isobutyrylamino-9H-purin-6-yl ester

Guidance literature:: Multi-step reaction with 6 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

6: 82 percent / Et₃N*3HF / CH₂Cl₂; pyridine / 20 h / Ambient temperature

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

Reference yield:

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

: 195375-57-6
Diphenyl-carbamic acid 9-[(2R,4S,5S)-5-hydroxymethyl-4-(trityl-amino)-tetrahydro-furan-2-yl]-2-isobutyrylamino-9H-purin-6-yl ester

Guidance literature:: Multi-step reaction with 4 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

4: 82 percent / Et₃N*3HF / CH₂Cl₂; pyridine / 20 h / Ambient temperature

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