3-[2-N-Boc-amino-1-(S)-methylethyl]-5-bromo-1-(2,6-difluorobenzyl)-6-methyluracil

Base Information

Chemical Name:3-[2-N-Boc-amino-1-(S)-methylethyl]-5-bromo-1-(2,6-difluorobenzyl)-6-methyluracil
CAS No.:618902-01-5
Molecular Formula:C₂₀H₂₄BrF₂N₃O₄
Molecular Weight:488.329
Hs Code.:

Synonyms:3-[2-N-Boc-amino-1-(S)-methylethyl]-5-bromo-1-(2,6-difluorobenzyl)-6-methyluracil

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Chemical Property of 3-[2-N-Boc-amino-1-(S)-methylethyl]-5-bromo-1-(2,6-difluorobenzyl)-6-methyluracil

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Technology Process of 3-[2-N-Boc-amino-1-(S)-methylethyl]-5-bromo-1-(2,6-difluorobenzyl)-6-methyluracil

There total 6 articles about 3-[2-N-Boc-amino-1-(S)-methylethyl]-5-bromo-1-(2,6-difluorobenzyl)-6-methyluracil 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: 81.0%

: 119768-44-4
tert-butyl [(2R)-2-hydroxypropyl]carbamate

: 352303-66-3
5-bromo-1-(2,6-difluoro-benzyl)-6-methyl-1H-pyrimidine-2,4-dione

: 618902-01-5
3-[2-N-Boc-amino-1-(S)-methylethyl]-5-bromo-1-(2,6-difluorobenzyl)-6-methyluracil

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 17h;
DOI:10.1016/S0960-894X(03)00619-X

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 618902-01-5
3-[2-N-Boc-amino-1-(S)-methylethyl]-5-bromo-1-(2,6-difluorobenzyl)-6-methyluracil

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

2: PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 17 h / 20 °C

With triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 2: Mitsunobu reaction;
DOI:10.1021/jm030472z

Reference yield:

: 69385-30-4
2,6-difluorobenzylamine

: 618902-01-5
3-[2-N-Boc-amino-1-(S)-methylethyl]-5-bromo-1-(2,6-difluorobenzyl)-6-methyluracil

Guidance literature:: Multi-step reaction with 5 steps

1: 79 percent / aq. HCl / Heating

2: 60 percent / pyridine / 24 h / 20 °C

3: 94 percent / AcOH / 1 h / Heating

4: 88 percent / Br₂; AcOH / 1 h / 20 °C

5: PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 17 h / 20 °C

With pyridine; hydrogenchloride; bromine; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 5: Mitsunobu reaction;
DOI:10.1021/jm030472z