(3R,αS)-tert-butyl 3-(2-chloro-3-methoxymethoxy-6-pyridyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate

Base Information

Chemical Name:(3R,αS)-tert-butyl 3-(2-chloro-3-methoxymethoxy-6-pyridyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate
CAS No.:495380-60-4
Molecular Formula:C₂₃H₃₁ClN₂O₅
Molecular Weight:450.963
Hs Code.:

Synonyms:(3R,αS)-tert-butyl 3-(2-chloro-3-methoxymethoxy-6-pyridyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate

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Chemical Property of (3R,αS)-tert-butyl 3-(2-chloro-3-methoxymethoxy-6-pyridyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate

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Technology Process of (3R,αS)-tert-butyl 3-(2-chloro-3-methoxymethoxy-6-pyridyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate

There total 6 articles about (3R,αS)-tert-butyl 3-(2-chloro-3-methoxymethoxy-6-pyridyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate 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: 63.0%

: (αS)-tert-butyl 3-(2-chloro-3-methoxymethoxy-6-pyridyl)-3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)propanoate

: (3S,αS)-tert-butyl 3-(2-chloro-3-methoxymethoxy-6-pyridyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate

: 495380-60-4
(3R,αS)-tert-butyl 3-(2-chloro-3-methoxymethoxy-6-pyridyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate

Guidance literature:: With ammonium cerium(IV) nitrate; In water; acetonitrile; at 20 ℃; for 2h;
DOI:10.1039/b204653a

Reference yield:

: 1663-39-4,25232-27-3
tert-Butyl acrylate

: 495380-60-4
(3R,αS)-tert-butyl 3-(2-chloro-3-methoxymethoxy-6-pyridyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 5.64 g / Bu₄NCl; NaHCO₃ / Pd(OAc)2 / dimethylformamide / 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 68 percent / tetrahydrofuran; hexane / 2 h / -78 °C

3.1: 63 percent / CAN / acetonitrile; H₂O / 2 h / 20 °C

With n-butyllithium; ammonium cerium(IV) nitrate; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; palladium diacetate; In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/b204653a

Reference yield:

: 6636-78-8
2-chloro-3-hydroxypyridine

: 495380-60-4
(3R,αS)-tert-butyl 3-(2-chloro-3-methoxymethoxy-6-pyridyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: K₂CO₃; I₂ / H₂O / 1.5 h / 20 °C

2.1: i-Pr₂NEt / 20 °C

3.1: 5.64 g / Bu₄NCl; NaHCO₃ / Pd(OAc)2 / dimethylformamide / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: 68 percent / tetrahydrofuran; hexane / 2 h / -78 °C

5.1: 63 percent / CAN / acetonitrile; H₂O / 2 h / 20 °C

With n-butyllithium; ammonium cerium(IV) nitrate; tetrabutyl-ammonium chloride; iodine; sodium hydrogencarbonate; potassium carbonate; N-ethyl-N,N-diisopropylamine; palladium diacetate; In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/b204653a