allyl 2-((S)-2-((2S,3S)-3-methylaziridine-2-carboxamido)-3-phenylpropanamido)acetate

Base Information

• Chemical Name: allyl 2-((S)-2-((2S,3S)-3-methylaziridine-2-carboxamido)-3-phenylpropanamido)acetate
• CAS No.: 1351234-61-1
• Molecular Formula: C₁₈H₂₃N₃O₄
• Molecular Weight: 345.398
• Mol file: 1351234-61-1.mol

Synonyms:allyl 2-((S)-2-((2S,3S)-3-methylaziridine-2-carboxamido)-3-phenylpropanamido)acetate

Chemical Property of allyl 2-((S)-2-((2S,3S)-3-methylaziridine-2-carboxamido)-3-phenylpropanamido)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2-((S)-2-((2S,3S)-3-methylaziridine-2-carboxamido)-3-phenylpropanamido)acetate

There total 5 articles about allyl 2-((S)-2-((2S,3S)-3-methylaziridine-2-carboxamido)-3-phenylpropanamido)acetate 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: 100.0%

allyl 2-((S)-2-((2S,3S)-3-methyl-1-tritylaziridine-2-carboxamido)-3-phenylpropanamido)acetate (1351234-60-0) → allyl 2-((S)-2-((2S,3S)-3-methylaziridine-2-carboxamido)-3-phenylpropanamido)acetate (1351234-61-1)

Guidance literature:

allyl 2-((S)-2-((2S,3S)-3-methyl-1-tritylaziridine-2-carboxamido)-3-phenylpropanamido)acetate; With triethylsilane; trifluoroacetic acid; In dichloromethane; at -10 ℃; for 0.5h; Inert atmosphere;

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 23 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1021/ol301178r

Reference yield:

(S)-1-((2-(allyloxy)-2-oxoethyl)amino)-1-oxo-3-phenylpropan-2-aminium 2,2,2-trifluoroacetate (1351234-59-7) → allyl 2-((S)-2-((2S,3S)-3-methylaziridine-2-carboxamido)-3-phenylpropanamido)acetate (1351234-61-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: PyBOP; N-ethyl-N,N-diisopropylamine / chloroform / 13 h / 23 °C / Inert atmosphere

2.1: triethylsilane; trifluoroacetic acid / dichloromethane / 0.5 h / -10 °C / Inert atmosphere

2.2: 0.33 h / 0 - 23 °C / Inert atmosphere

With triethylsilane; PyBOP; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; chloroform;

DOI:10.1021/ol301178r

Reference yield:

glycine allyl ester (158840-15-4) → allyl 2-((S)-2-((2S,3S)-3-methylaziridine-2-carboxamido)-3-phenylpropanamido)acetate (1351234-61-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dichloromethane / -10 - 23 °C / Inert atmosphere

2.1: PyBOP; N-ethyl-N,N-diisopropylamine / chloroform / 13 h / 23 °C / Inert atmosphere

3.1: triethylsilane; trifluoroacetic acid / dichloromethane / 0.5 h / -10 °C / Inert atmosphere

3.2: 0.33 h / 0 - 23 °C / Inert atmosphere

With triethylsilane; PyBOP; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; chloroform;

DOI:10.1021/ol301178r

upstream raw materials:

(S)-1-((2-(allyloxy)-2-oxoethyl)amino)-1-oxo-3-phenylpropan-2-aminium 2,2,2-trifluoroacetate

allyl 2-((S)-2-((2S,3S)-3-methyl-1-tritylaziridine-2-carboxamido)-3-phenylpropanamido)acetate

N-tert-butoxycarbonyl-L-phenylalanine

glycine allyl ester

Downstream raw materials:

allyl 2-((S)-2-((2S,3S)-1-((S)-2-(((allyloxy)carbonyl)amino)-4-methylpentanoyl)-3-methylaziridine-2-carboxamido)-3-phenylpropanamido)acetate