(+)-(S)-2-(tert-butoxycarbonylamino)-1-(6-methoxypyridin-3-yl)-3-phenylpropan-1-one

Base Information

Chemical Name:(+)-(S)-2-(tert-butoxycarbonylamino)-1-(6-methoxypyridin-3-yl)-3-phenylpropan-1-one
CAS No.:1144042-88-5
Molecular Formula:C₂₀H₂₄N₂O₄
Molecular Weight:356.422
Hs Code.:

Synonyms:(+)-(S)-2-(tert-butoxycarbonylamino)-1-(6-methoxypyridin-3-yl)-3-phenylpropan-1-one

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Chemical Property of (+)-(S)-2-(tert-butoxycarbonylamino)-1-(6-methoxypyridin-3-yl)-3-phenylpropan-1-one

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Technology Process of (+)-(S)-2-(tert-butoxycarbonylamino)-1-(6-methoxypyridin-3-yl)-3-phenylpropan-1-one

There total 3 articles about (+)-(S)-2-(tert-butoxycarbonylamino)-1-(6-methoxypyridin-3-yl)-3-phenylpropan-1-one 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: 100.0%

: 13472-85-0,1199266-76-6
2-methoxy-5-bromopyridine

: 87694-53-9
Boc-Phe-OH N,O-dimethyl hydroxamate

: 1144042-88-5
(+)-(S)-2-(tert-butoxycarbonylamino)-1-(6-methoxypyridin-3-yl)-3-phenylpropan-1-one

Guidance literature:: 2-methoxy-5-bromopyridine; With TurboGrignard; In tetrahydrofuran; for 1h; Inert atmosphere;

Boc-Phe-OH N,O-dimethyl hydroxamate; With isopropylmagnesium chloride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/acs.jmedchem.7b01690

Reference yield: 97.0%

: 1144042-99-8
C₂₄H₃₀N₂O₄S

: 163105-89-3,600726-67-8
2-methoxy-pyridine-5-boronic acid

: 1144043-09-3
N-isopropyl-2-(6-methoxypyridin-3-ylthio)benzamide

: 1144042-88-5
(+)-(S)-2-(tert-butoxycarbonylamino)-1-(6-methoxypyridin-3-yl)-3-phenylpropan-1-one

Guidance literature:: With copper(I) 2-hydroxy-3-methylbenzoate; oxygen; In N,N-dimethyl-formamide; at 23 ℃; for 3h; optical yield given as %ee;
DOI:10.1002/anie.200804524

Reference yield:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 1144042-88-5
(+)-(S)-2-(tert-butoxycarbonylamino)-1-(6-methoxypyridin-3-yl)-3-phenylpropan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1,1'-carbonyldiimidazole / dichloromethane / 1 h / 18 - 25 °C / Inert atmosphere

1.2: 1 h / 18 - 25 °C / Inert atmosphere

2.1: TurboGrignard / tetrahydrofuran / 1 h / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

With TurboGrignard; 1,1'-carbonyldiimidazole; In tetrahydrofuran; dichloromethane; 2.2: |Weinreb Ketone Synthesis;
DOI:10.1021/acs.jmedchem.7b01690