tert-butyl (1S)-1-((benzyl((1S)-1-benzylprop-2-en-1-yl)amino)carbonyl)but-3-en-1-yl)carbamate

Base Information

• Chemical Name: tert-butyl (1S)-1-((benzyl((1S)-1-benzylprop-2-en-1-yl)amino)carbonyl)but-3-en-1-yl)carbamate
• CAS No.: 918307-19-4
• Molecular Formula: C₂₇H₃₄N₂O₃
• Molecular Weight: 434.579
• Mol file: 918307-19-4.mol

Synonyms:tert-butyl (1S)-1-((benzyl((1S)-1-benzylprop-2-en-1-yl)amino)carbonyl)but-3-en-1-yl)carbamate

Chemical Property of tert-butyl (1S)-1-((benzyl((1S)-1-benzylprop-2-en-1-yl)amino)carbonyl)but-3-en-1-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (1S)-1-((benzyl((1S)-1-benzylprop-2-en-1-yl)amino)carbonyl)but-3-en-1-yl)carbamate

There total 1 articles about tert-butyl (1S)-1-((benzyl((1S)-1-benzylprop-2-en-1-yl)amino)carbonyl)but-3-en-1-yl)carbamate 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: 67.0%

(2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid (90600-20-7) + (S)-3-benzylamino-4-phenyl-1-butene (510728-30-0) → tert-butyl (1S)-1-((benzyl((1S)-1-benzylprop-2-en-1-yl)amino)carbonyl)but-3-en-1-yl)carbamate (918307-19-4)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1016/j.bmc.2006.09.009

Reference yield: 92.0%

tert-butyl (1S)-1-((benzyl((1S)-1-benzylprop-2-en-1-yl)amino)carbonyl)but-3-en-1-yl)carbamate (918307-19-4) → tert-butyl ((3S,7S)-1,7-dibenzyl-2-oxo-2,3,4,7-tetrahydro-1H-azepin-3-yl)carbamate (918307-20-7)

Guidance literature:

(PCy₃)Cl₂(1,3-dimesityl-imidazolidin-2-yl)Ru(=CHPh); In dichloromethane; for 36h; Heating;

DOI:10.1016/j.bmc.2006.09.009

Reference yield:

tert-butyl (1S)-1-((benzyl((1S)-1-benzylprop-2-en-1-yl)amino)carbonyl)but-3-en-1-yl)carbamate (918307-19-4) → C25H32N2O5

Guidance literature:

Multi-step reaction with 2 steps

1.1: 92 percent / (PCy₃)Cl₂(1,3-dimesityl-imidazolidin-2-yl)Ru(=CHPh) / CH₂Cl₂ / 36 h / Heating

2.1: potassium osmate; potassium carbonate; potassium ferricyanide / methane sulfonamide / 2-methyl-propan-2-ol; H₂O / 48 h / 0 - 20 °C

2.2: 59 percent / sodium sulfite / 2-methyl-propan-2-ol; H₂O / 20 °C

With potassium osmate(VI); potassium carbonate; potassium hexacyanoferrate(III); methanesulfonamide; In dichloromethane; water; tert-butyl alcohol;

DOI:10.1016/j.bmc.2006.09.009

upstream raw materials:

(2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid

(S)-3-benzylamino-4-phenyl-1-butene

Downstream raw materials:

tert-butyl ((3S,7S)-1,7-dibenzyl-2-oxo-2,3,4,7-tetrahydro-1H-azepin-3-yl)carbamate