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

Base Information

• Chemical Name: (S)-2,2-Dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoic acid
• CAS No.: 146903-02-8
• Molecular Formula: C₃₁H₃₅NO₄
• Molecular Weight: 485.623
• Mol file: 146903-02-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about (S)-2,2-Dibenzyl-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: 73.0%

(S)-2,2-Dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexen-1-ol (146903-01-7) → (S)-2,2-Dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoic acid (146903-02-8)

Guidance literature:

With jones' reagent; In acetone; at 0 ℃; for 0.5h;

DOI:10.1021/jo00084a037

Reference yield:

2,2-dibenzyl-1,3-propanediol (31952-16-6) → (S)-2,2-Dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoic acid (146903-02-8)

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: 73 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:

2(S)-<(tert-butoxycarbonyl)amino>-3-phenyl-1-(phenylsulphonyl)propane (108385-55-3) → (S)-2,2-Dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoic acid (146903-02-8)

Guidance literature:

Multi-step reaction with 2 steps

2: 73 percent / Jones' reagent / acetone / 0.5 h / 0 °C

With jones' reagent; In acetone;

DOI:10.1021/jo00084a037

upstream raw materials:

(S)-2,2-Dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexen-1-ol

2,2-dibenzyl-1,3-propanediol

2(S)-<(tert-butoxycarbonyl)amino>-3-phenyl-1-(phenylsulphonyl)propane

benzyl bromide

Downstream raw materials:

Methyl (S)-2,2-dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoate