tert-butyl (S)-1-oxo-3-phenyl-1-((S)-1-phenylbut-3-en-2-ylamino)propan-2-ylcarbamateas

Base Information

Chemical Name:tert-butyl (S)-1-oxo-3-phenyl-1-((S)-1-phenylbut-3-en-2-ylamino)propan-2-ylcarbamateas
CAS No.:153864-35-8
Molecular Formula:C₂₄H₃₀N₂O₃
Molecular Weight:394.514
Hs Code.:

Synonyms:tert-butyl (S)-1-oxo-3-phenyl-1-((S)-1-phenylbut-3-en-2-ylamino)propan-2-ylcarbamateas

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Chemical Property of tert-butyl (S)-1-oxo-3-phenyl-1-((S)-1-phenylbut-3-en-2-ylamino)propan-2-ylcarbamateas

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Technology Process of tert-butyl (S)-1-oxo-3-phenyl-1-((S)-1-phenylbut-3-en-2-ylamino)propan-2-ylcarbamateas

There total 6 articles about tert-butyl (S)-1-oxo-3-phenyl-1-((S)-1-phenylbut-3-en-2-ylamino)propan-2-ylcarbamateas 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:

: 2065-66-9
methyl-triphenylphosphonium iodide

: 383129-51-9
Boc-Phe-Phe-H

: 153864-35-8
tert-butyl (S)-1-oxo-3-phenyl-1-((S)-1-phenylbut-3-en-2-ylamino)propan-2-ylcarbamateas

Guidance literature:: methyl-triphenylphosphonium iodide; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 ℃; for 1h; Inert atmosphere;

Boc-Phe-Phe-H; In tetrahydrofuran; toluene; at -78 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tet.2012.09.109

Reference yield:

: 138772-65-3
tert-butyl ((2S)-1-(((2S)-1-hydroxy-3-phenylpropan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

: 153864-35-8
tert-butyl (S)-1-oxo-3-phenyl-1-((S)-1-phenylbut-3-en-2-ylamino)propan-2-ylcarbamateas

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C

1.2: 1.5 h / -78 °C

2.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 °C / Inert atmosphere

With oxalyl dichloride; potassium hexamethylsilazane; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; toluene; 1.1: |Swern Oxidation / 2.2: |Wittig Olefination;
DOI:10.1016/j.tet.2012.09.109

Reference yield:

: 13122-89-9
(S)-methyl 2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-3-phenylpropanoate

: 153864-35-8
tert-butyl (S)-1-oxo-3-phenyl-1-((S)-1-phenylbut-3-en-2-ylamino)propan-2-ylcarbamateas

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 20 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C

2.2: 1.5 h / -78 °C

3.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 1 h / -78 °C / Inert atmosphere

3.2: 2 h / -78 °C / Inert atmosphere

With lithium aluminium tetrahydride; oxalyl dichloride; potassium hexamethylsilazane; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; toluene; 2.1: |Swern Oxidation / 3.2: |Wittig Olefination;
DOI:10.1016/j.tet.2012.09.109