(3R,αS)-tert-Butyl 3-(N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate

Base Information

Chemical Name:(3R,αS)-tert-Butyl 3-(N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate
CAS No.:309757-65-1
Molecular Formula:C₂₂H₂₉NO₃
Molecular Weight:355.477
Hs Code.:

Synonyms:(3R,αS)-tert-Butyl 3-(N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate

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Chemical Property of (3R,αS)-tert-Butyl 3-(N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate

Chemical Property:

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Technology Process of (3R,αS)-tert-Butyl 3-(N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate

There total 5 articles about (3R,αS)-tert-Butyl 3-(N-α-methyl-4-methoxybenzylamino)-3-phenyl 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: 89.0%

: 309757-64-0
(3R,αS)-tert-Butyl 3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate

: 309757-65-1
(3R,αS)-tert-Butyl 3-(N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate

Guidance literature:: With ammonium cerium(IV) nitrate; In acetonitrile; at 20 ℃;

Reference yield:

: 14990-09-1
tert-butyl cinnamate

: 309757-65-1
(3R,αS)-tert-Butyl 3-(N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: 77 percent / tetrahydrofuran / 2 h / -78 °C

2.1: 89 percent / aq. CAN / acetonitrile / 16 h / 20 °C

With n-butyllithium; ammonium cerium(IV) nitrate; In tetrahydrofuran; acetonitrile;
DOI:10.1039/b106389h

Reference yield:

: 6298-96-0,22038-86-4,35600-82-9,41851-59-6
(S)-1-(4-methoxyphenyl)ethylamine

: 309757-65-1
(3R,αS)-tert-Butyl 3-(N-α-methyl-4-methoxybenzylamino)-3-phenyl propanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: ethanol / 2 h / Heating

2.1: NaBH₄ / ethanol / 0 - 20 °C

3.1: BuLi / tetrahydrofuran / 0.5 h / -78 °C

3.2: 77 percent / tetrahydrofuran / 2 h / -78 °C

4.1: 89 percent / aq. CAN / acetonitrile / 16 h / 20 °C

With sodium tetrahydroborate; n-butyllithium; ammonium cerium(IV) nitrate; In tetrahydrofuran; ethanol; acetonitrile;
DOI:10.1039/b106389h