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

Base Information

• Chemical Name: Methyl (S)-2,2-dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoate
• CAS No.: 155099-10-8
• Molecular Formula: C₃₂H₃₇NO₄
• Molecular Weight: 499.65
• Mol file: 155099-10-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about Methyl (S)-2,2-dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoate 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: 92.0%

dimethyl sulfate (77-78-1) + (S)-2,2-Dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoic acid (146903-02-8) → Methyl (S)-2,2-dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoate (155099-10-8)

Guidance literature:

With potassium carbonate; In acetone; Ambient temperature;

DOI:10.1021/jo00084a037

Reference yield:

2,2-dibenzyl-1,3-propanediol (31952-16-6) → Methyl (S)-2,2-dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoate (155099-10-8)

Guidance literature:

Multi-step reaction with 5 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

5: 92 percent / K₂CO₃ / acetone / Ambient temperature

With jones' reagent; oxalyl dichloride; potassium carbonate; 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) → Methyl (S)-2,2-dibenzyl-5-<(tert-butoxycarbonyl)amino>-6-phenyl-(E)-3-hexenoate (155099-10-8)

Guidance literature:

Multi-step reaction with 3 steps

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

3: 92 percent / K₂CO₃ / acetone / Ambient temperature

With jones' reagent; potassium carbonate; In acetone;

DOI:10.1021/jo00084a037

upstream raw materials:

dimethyl sulfate

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

2,2-dibenzyl-1,3-propanediol

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