tert-butyl (3R,αS)-3-(2-iodophenyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate

Base Information

Chemical Name:tert-butyl (3R,αS)-3-(2-iodophenyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate
CAS No.:447416-17-3
Molecular Formula:C₂₂H₂₈INO₃
Molecular Weight:481.374
Hs Code.:

Synonyms:tert-butyl (3R,αS)-3-(2-iodophenyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate

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Chemical Property of tert-butyl (3R,αS)-3-(2-iodophenyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate

Chemical Property:

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Technology Process of tert-butyl (3R,αS)-3-(2-iodophenyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate

There total 4 articles about tert-butyl (3R,αS)-3-(2-iodophenyl)-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: 75.0%

: 447415-96-5
tert-butyl (3R,αS)-3-(2-iodophenyl)-3-(N-benzyl-N-α-methyl-4-methoxybenzylamino)propanoate

: 447416-17-3
tert-butyl (3R,αS)-3-(2-iodophenyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate

Guidance literature:: With ammonium cerium(IV) nitrate; In acetonitrile; at 20 ℃; for 2h;
DOI:10.1039/b108573p

Reference yield:

: 26260-02-6
2-iodobenzaldehyde

: 447416-17-3
tert-butyl (3R,αS)-3-(2-iodophenyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 93 percent / tetrahydrofuran / 2 h / -78 - 20 °C

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

2.2: 76 percent / tetrahydrofuran / 2 h / -78 °C

3.1: 75 percent / aq. CAN / acetonitrile / 2 h / 20 °C

With n-butyllithium; ammonium cerium(IV) nitrate; In tetrahydrofuran; acetonitrile; 1.2: Wadsworth-Emmons reaction;
DOI:10.1039/b108573p

Reference yield:

: 27784-76-5
tert-butyl diethylphosphonoacetate

: 447416-17-3
tert-butyl (3R,αS)-3-(2-iodophenyl)-3-(N-α-methyl-4-methoxybenzylamino)propanoate

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 93 percent / tetrahydrofuran / 2 h / -78 - 20 °C

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

2.2: 76 percent / tetrahydrofuran / 2 h / -78 °C

3.1: 75 percent / aq. CAN / acetonitrile / 2 h / 20 °C

With n-butyllithium; ammonium cerium(IV) nitrate; In tetrahydrofuran; acetonitrile; 1.2: Wadsworth-Emmons reaction;
DOI:10.1039/b108573p