(3R,αS,E)-tert-butyl 3-[2-(3-tert-butoxy-3-oxoprop-1-enyl)phenyl]-3-(N-benzyl-N-α-methylbenzylamino)propanoate

Base Information

Chemical Name:(3R,αS,E)-tert-butyl 3-[2-(3-tert-butoxy-3-oxoprop-1-enyl)phenyl]-3-(N-benzyl-N-α-methylbenzylamino)propanoate
CAS No.:403705-05-5
Molecular Formula:C₃₅H₄₃NO₄
Molecular Weight:541.731
Hs Code.:

Synonyms:(3R,αS,E)-tert-butyl 3-[2-(3-tert-butoxy-3-oxoprop-1-enyl)phenyl]-3-(N-benzyl-N-α-methylbenzylamino)propanoate

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Chemical Property of (3R,αS,E)-tert-butyl 3-[2-(3-tert-butoxy-3-oxoprop-1-enyl)phenyl]-3-(N-benzyl-N-α-methylbenzylamino)propanoate

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Technology Process of (3R,αS,E)-tert-butyl 3-[2-(3-tert-butoxy-3-oxoprop-1-enyl)phenyl]-3-(N-benzyl-N-α-methylbenzylamino)propanoate

There total 4 articles about (3R,αS,E)-tert-butyl 3-[2-(3-tert-butoxy-3-oxoprop-1-enyl)phenyl]-3-(N-benzyl-N-α-methylbenzylamino)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: 88.0%

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

: 403705-04-4
tert-butyl (3R,αS)-3-[N-benzyl-N-(α-methylbenzyl)-amino]-3-(2'-iodophenyl)propanoate

: 403705-05-5
(3R,αS,E)-tert-butyl 3-[2-(3-tert-butoxy-3-oxoprop-1-enyl)phenyl]-3-(N-benzyl-N-α-methylbenzylamino)propanoate

Guidance literature:: With triethylamine; triphenylphosphine; palladium diacetate; Heating;
DOI:10.1039/b107440g

Reference yield:

: 26260-02-6
2-iodobenzaldehyde

: 403705-05-5
(3R,αS,E)-tert-butyl 3-[2-(3-tert-butoxy-3-oxoprop-1-enyl)phenyl]-3-(N-benzyl-N-α-methylbenzylamino)propanoate

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

2.2: 88 percent / tetrahydrofuran; hexane / 12 h / -78 °C

3.1: 88 percent / PPh₃; Et₃N / Pd(OAc)2 / Heating

With n-butyllithium; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; hexane; 3.1: Heck reaction;
DOI:10.1039/b107440g

Reference yield:

: 62327-21-3
tert-butyl dimethylphosphonoacetate

: 403705-05-5
(3R,αS,E)-tert-butyl 3-[2-(3-tert-butoxy-3-oxoprop-1-enyl)phenyl]-3-(N-benzyl-N-α-methylbenzylamino)propanoate

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

2.2: 88 percent / tetrahydrofuran; hexane / 12 h / -78 °C

3.1: 88 percent / PPh₃; Et₃N / Pd(OAc)2 / Heating

With n-butyllithium; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; hexane; 3.1: Heck reaction;
DOI:10.1039/b107440g