tert-butyl (R,R,R,E,E)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-8-phenylocta-4,7-dienoate

Base Information

Chemical Name:tert-butyl (R,R,R,E,E)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-8-phenylocta-4,7-dienoate
CAS No.:1422373-41-8
Molecular Formula:C₃₃H₃₉NO₃
Molecular Weight:497.678
Hs Code.:

Synonyms:tert-butyl (R,R,R,E,E)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-8-phenylocta-4,7-dienoate

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Chemical Property of tert-butyl (R,R,R,E,E)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-8-phenylocta-4,7-dienoate

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Technology Process of tert-butyl (R,R,R,E,E)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-8-phenylocta-4,7-dienoate

There total 5 articles about tert-butyl (R,R,R,E,E)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-8-phenylocta-4,7-dienoate 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: 66.0%

: tert-butyl (R,R,R,E)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-7-(1'-phenyl-1H-tetrazol-5'-ylsulfonyl)hept-4-enoate

: 1422373-41-8
tert-butyl (R,R,R,E,E)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-8-phenylocta-4,7-dienoate

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 0.5h;
DOI:10.1021/jo302731m

Reference yield:

: tert-butyl (R,R,R,E)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-7-(triisopropylsilyloxy)hept-4-enoate

: 1422373-41-8
tert-butyl (R,R,R,E,E)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-8-phenylocta-4,7-dienoate

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 20 °C

2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 16 h / 0 - 20 °C

3: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol / 16 h / 0 - 20 °C

4: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C

With hexaammonium heptamolybdate tetrahydrate; tetrabutyl ammonium fluoride; dihydrogen peroxide; potassium hexamethylsilazane; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; toluene;
DOI:10.1021/jo302731m

Reference yield:

: 1422373-36-1
tert-butyl (E,E)-7-(triisopropylsilyloxy)hepta-2,4-dienoate

: 1422373-41-8
tert-butyl (R,R,R,E,E)-2-hydroxy-3-[N-benzyl-N-(α-methylbenzyl)amino]-8-phenylocta-4,7-dienoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

1.2: 2 h / -78 °C

1.3: 12 h / -78 - 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 20 °C

3.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 16 h / 0 - 20 °C

4.1: hexaammonium heptamolybdate tetrahydrate; dihydrogen peroxide / ethanol / 16 h / 0 - 20 °C

5.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.5 h / -78 °C

With n-butyllithium; hexaammonium heptamolybdate tetrahydrate; tetrabutyl ammonium fluoride; dihydrogen peroxide; potassium hexamethylsilazane; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; toluene;
DOI:10.1021/jo302731m