tert-butyl (2S,3R)-6-methyl-3-amino-2-phenyl-3,4-dihydropyridine-1(2H)-carboxylate

Base Information

Chemical Name:tert-butyl (2S,3R)-6-methyl-3-amino-2-phenyl-3,4-dihydropyridine-1(2H)-carboxylate
CAS No.:1402851-09-5
Molecular Formula:C₁₇H₂₄N₂O₂
Molecular Weight:288.39
Hs Code.:

Synonyms:tert-butyl (2S,3R)-6-methyl-3-amino-2-phenyl-3,4-dihydropyridine-1(2H)-carboxylate

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Chemical Property of tert-butyl (2S,3R)-6-methyl-3-amino-2-phenyl-3,4-dihydropyridine-1(2H)-carboxylate

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Technology Process of tert-butyl (2S,3R)-6-methyl-3-amino-2-phenyl-3,4-dihydropyridine-1(2H)-carboxylate

There total 10 articles about tert-butyl (2S,3R)-6-methyl-3-amino-2-phenyl-3,4-dihydropyridine-1(2H)-carboxylate 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: 68.0%

: 1402850-81-0
tert-butyl (2S,3R)-6-methyl-3-nitro-2-phenyl-3,4-dihydropyridine-1(2H)-carboxylate

: 1402851-09-5
tert-butyl (2S,3R)-6-methyl-3-amino-2-phenyl-3,4-dihydropyridine-1(2H)-carboxylate

: 1402851-10-8
tert-butyl (2S,3R,6R)-3-amino-6-methyl-2-phenylpiperidine-1-carboxylate

Guidance literature:: With sodium tetrahydroborate; nickel(II) chloride hexahydrate; In methanol; at 0 ℃; for 0.333333h;
DOI:10.1021/ol302459c

Reference yield:

: 14267-92-6
1-chloro-4-pentyne

: 1402851-09-5
tert-butyl (2S,3R)-6-methyl-3-amino-2-phenyl-3,4-dihydropyridine-1(2H)-carboxylate

: 1402851-10-8
tert-butyl (2S,3R,6R)-3-amino-6-methyl-2-phenylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium iodide / acetone / 20 h / Inert atmosphere; Reflux

2.1: sodium nitrite / dimethyl sulfoxide / 2 h / 20 °C / Inert atmosphere

3.1: C₁₇H₂₁F₆N₃O / toluene / 24 h / -15 °C / Inert atmosphere; Sealed tube

3.2: 0.5 h / 20 °C / Inert atmosphere

3.3: 6 h / 60 °C / Inert atmosphere

4.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 0.33 h / 0 °C

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; C₁₇H₂₁F₆N₃O; sodium iodide; sodium nitrite; In methanol; dimethyl sulfoxide; acetone; toluene;
DOI:10.1021/ol302459c

Reference yield:

: 100-52-7
benzaldehyde

: 1402851-09-5
tert-butyl (2S,3R)-6-methyl-3-amino-2-phenyl-3,4-dihydropyridine-1(2H)-carboxylate

: 1402851-10-8
tert-butyl (2S,3R,6R)-3-amino-6-methyl-2-phenylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: formic acid / water / Inert atmosphere

2.1: potassium carbonate / tetrahydrofuran / Inert atmosphere

3.1: C₁₇H₂₁F₆N₃O / toluene / 24 h / -15 °C / Inert atmosphere; Sealed tube

3.2: 0.5 h / 20 °C / Inert atmosphere

3.3: 6 h / 60 °C / Inert atmosphere

4.1: sodium tetrahydroborate; nickel(II) chloride hexahydrate / methanol / 0.33 h / 0 °C

With sodium tetrahydroborate; formic acid; nickel(II) chloride hexahydrate; C₁₇H₂₁F₆N₃O; potassium carbonate; In tetrahydrofuran; methanol; water; toluene;
DOI:10.1021/ol302459c