(2S,5S)-2-Benzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoic acid

Base Information

Chemical Name:(2S,5S)-2-Benzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoic acid
CAS No.:155158-45-5
Molecular Formula:C₂₄H₂₉NO₄
Molecular Weight:395.499
Hs Code.:

Synonyms:(2S,5S)-2-Benzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoic acid

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Chemical Property of (2S,5S)-2-Benzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoic acid

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Technology Process of (2S,5S)-2-Benzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoic acid

There total 6 articles about (2S,5S)-2-Benzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoic acid 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: 71.0%

: 155099-13-1
(2S,5S)-2-Benzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexen-1-ol

: 155158-45-5
(2S,5S)-2-Benzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoic acid

Guidance literature:: With jones' reagent; In acetone; at 0 ℃; for 0.5h;
DOI:10.1021/jo00084a037

Reference yield:

: 2612-30-8
2-benzyl-1,3-propanediol

: 155158-45-5
(2S,5S)-2-Benzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / CH₂Cl₂ / Ambient temperature

2: DMSO, oxalyl chloride, diisopropylethylamine / CH₂Cl₂ / -78 deg C, 30 min then warm to room temp.

4: 71 percent / Jones' reagent / acetone / 0.5 h / 0 °C

With jones' reagent; oxalyl dichloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetone;
DOI:10.1021/jo00084a037

Reference yield:

: 49769-78-0
2-benzyl-malonic acid dimethyl ester

: 155158-45-5
(2S,5S)-2-Benzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / LiAlH₄ / diethyl ether / Ambient temperature

2: triethylamine / CH₂Cl₂ / Ambient temperature

3: DMSO, oxalyl chloride, diisopropylethylamine / CH₂Cl₂ / -78 deg C, 30 min then warm to room temp.

5: 71 percent / Jones' reagent / acetone / 0.5 h / 0 °C

With lithium aluminium tetrahydride; jones' reagent; oxalyl dichloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; acetone;
DOI:10.1021/jo00084a037