Diphenyl-carbamic acid 2-acetylamino-9-((2S,4S)-2-benzyloxymethyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester

Base Information

Chemical Name:Diphenyl-carbamic acid 2-acetylamino-9-((2S,4S)-2-benzyloxymethyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester
CAS No.:153565-49-2
Molecular Formula:C₃₁H₂₈N₆O₆
Molecular Weight:580.6
Hs Code.:

Synonyms:Diphenyl-carbamic acid 2-acetylamino-9-((2S,4S)-2-benzyloxymethyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester

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Chemical Property of Diphenyl-carbamic acid 2-acetylamino-9-((2S,4S)-2-benzyloxymethyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester

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Technology Process of Diphenyl-carbamic acid 2-acetylamino-9-((2S,4S)-2-benzyloxymethyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester

There total 1 articles about Diphenyl-carbamic acid 2-acetylamino-9-((2S,4S)-2-benzyloxymethyl-[1,3]dioxolan-4-yl)-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:

: 112233-74-6
N₂-acetyl-O₆-(diphenylcarbamoyl)guanine

: 192581-99-0
(2S)-2-((benzyloxy)methyl)-1,3-dioxolan-4-yl acetate

: 153565-49-2
Diphenyl-carbamic acid 2-acetylamino-9-((2S,4S)-2-benzyloxymethyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester

: Diphenyl-carbamic acid 2-acetylamino-9-((2S,4R)-2-benzyloxymethyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester

Guidance literature:: With benzenesulfonamide; trimethylsilyl trifluoromethanesulfonate; Yield given. Multistep reaction. Yields of byproduct given; 1.) DCE, 2.) reflux, 6 h;
DOI:10.1016/S0957-4166(00)80092-0

Reference yield: 95.0%

: 153565-49-2
Diphenyl-carbamic acid 2-acetylamino-9-((2S,4S)-2-benzyloxymethyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester

: 153565-50-5
2-Amino-9-((2S,4S)-2-benzyloxymethyl-[1,3]dioxolan-4-yl)-1,9-dihydro-purin-6-one

Guidance literature:: With hydrazine hydrate; In tetrahydrofuran; for 3h; Heating;
DOI:10.1016/S0957-4166(00)80092-0

Reference yield:

: 153565-49-2
Diphenyl-carbamic acid 2-acetylamino-9-((2S,4S)-2-benzyloxymethyl-[1,3]dioxolan-4-yl)-9H-purin-6-yl ester

: 9-((2S,4S)-2-Benzyloxymethyl-[1,3]dioxolan-4-yl)-9H-purin-6-ylamine

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / NH₂NH₂*H₂O / tetrahydrofuran / 3 h / Heating

2: 74 percent / POCl₃, PhNMe₂, Et₄NCl / acetonitrile / 0.5 h / Heating

3: 1.) t-BuONO, 2.) (Me₃Si)3SiH / 1.) THF, -20 deg C, 2.) THF, 20 deg C

4: NH₃ / ethanol / 12 h / 100 °C

With tert.-butylnitrite; tris-(trimethylsilyl)silane; tetraethylammonium chloride; ammonia; hydrazine hydrate; N,N-dimethyl-aniline; trichlorophosphate; In tetrahydrofuran; ethanol; acetonitrile;
DOI:10.1016/S0957-4166(00)80092-0