3-[(2R)-[N-(tert-butoxycarbonyl)-N-methylamino]-2-phenylethyl]-1-(2,6-difluorobenzyl)-5-bromo-6-methyluracil

Base Information

• Chemical Name: 3-[(2R)-[N-(tert-butoxycarbonyl)-N-methylamino]-2-phenylethyl]-1-(2,6-difluorobenzyl)-5-bromo-6-methyluracil
• CAS No.: 848121-46-0
• Molecular Formula: C₂₆H₂₈BrF₂N₃O₄
• Molecular Weight: 564.427
• Mol file: 848121-46-0.mol

Synonyms:3-[(2R)-[N-(tert-butoxycarbonyl)-N-methylamino]-2-phenylethyl]-1-(2,6-difluorobenzyl)-5-bromo-6-methyluracil

Chemical Property of 3-[(2R)-[N-(tert-butoxycarbonyl)-N-methylamino]-2-phenylethyl]-1-(2,6-difluorobenzyl)-5-bromo-6-methyluracil

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(2R)-[N-(tert-butoxycarbonyl)-N-methylamino]-2-phenylethyl]-1-(2,6-difluorobenzyl)-5-bromo-6-methyluracil

There total 2 articles about 3-[(2R)-[N-(tert-butoxycarbonyl)-N-methylamino]-2-phenylethyl]-1-(2,6-difluorobenzyl)-5-bromo-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:

(R)-tert-butyl N-(2-hydroxy-1-phenylethyl)-N-methylcarbamate (152547-72-3) + 5-bromo-1-(2,6-difluoro-benzyl)-6-methyl-1H-pyrimidine-2,4-dione (352303-66-3) → 3-[(2R)-[N-(tert-butoxycarbonyl)-N-methylamino]-2-phenylethyl]-1-(2,6-difluorobenzyl)-5-bromo-6-methyluracil (848121-46-0)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 15h;

DOI:10.1021/jm049218c

Reference yield:

(R)-1-(N-tert-butoxycarbonyl-N-methylamino)-1-phenylacetic acid (30925-12-3) → 3-[(2R)-[N-(tert-butoxycarbonyl)-N-methylamino]-2-phenylethyl]-1-(2,6-difluorobenzyl)-5-bromo-6-methyluracil (848121-46-0)

Guidance literature:

Multi-step reaction with 2 steps

1: BH₃ / tetrahydrofuran / 1.25 h / 0 - 20 °C

2: 2.91 g / PPh₃; diethyl azodicarboxylate / tetrahydrofuran / 15 h / 20 °C

With borane; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 2: Mitsunobu reaction;

DOI:10.1021/jm049218c

Reference yield: 35.0%

3-[(2R)-[N-(tert-butoxycarbonyl)-N-methylamino]-2-phenylethyl]-1-(2,6-difluorobenzyl)-5-bromo-6-methyluracil (848121-46-0) + 3,4-(methylenedioxy)-benzeneboronic acid (94839-07-3) → {2-[5-benzo[1,3]dioxol-5-yl-3-(2,6-difluoro-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-methyl-carbamic acid tert-butyl ester (848121-56-2)

Guidance literature:

With barium dihydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; ethanol; benzene; at 100 ℃; for 22h;

DOI:10.1021/jm049218c

upstream raw materials:

(R)-tert-butyl N-(2-hydroxy-1-phenylethyl)-N-methylcarbamate

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

(R)-1-(N-tert-butoxycarbonyl-N-methylamino)-1-phenylacetic acid

Downstream raw materials:

{2-[3-(2,6-difluoro-benzyl)-5-(3-methoxy-phenyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-methyl-carbamic acid tert-butyl ester

{2-[5-benzo[1,3]dioxol-5-yl-3-(2,6-difluoro-benzyl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-methyl-carbamic acid tert-butyl ester

{2-[3-(2,6-difluoro-benzyl)-5-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-4-methyl-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-methyl-carbamic acid tert-butyl ester