Methyl (4S,2Z)-2-bromo-5-phenyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-2-enoate

Base Information

Chemical Name:Methyl (4S,2Z)-2-bromo-5-phenyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-2-enoate
CAS No.:220324-06-1
Molecular Formula:C₂₁H₂₄BrNO₄S
Molecular Weight:466.396
Hs Code.:

Synonyms:Methyl (4S,2Z)-2-bromo-5-phenyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-2-enoate

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Chemical Property of Methyl (4S,2Z)-2-bromo-5-phenyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-2-enoate

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Technology Process of Methyl (4S,2Z)-2-bromo-5-phenyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-2-enoate

There total 5 articles about Methyl (4S,2Z)-2-bromo-5-phenyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-2-enoate 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:

: 773-64-8
2-mesitylenesulphonyl chloride

: (Z)-(S)-4-Amino-2-bromo-5-phenyl-pent-2-enoic acid methyl ester

: 220324-06-1
Methyl (4S,2Z)-2-bromo-5-phenyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-2-enoate

Guidance literature:: With triethylamine; In chloroform; at 0 ℃; for 1h;
DOI:10.1039/a905027b

Reference yield:

: 3182-95-4
L-Phenylalaninol

: 220324-06-1
Methyl (4S,2Z)-2-bromo-5-phenyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-2-enoate

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / Et₃N / dimethylformamide / 1 h / 0 °C

2: oxalyl chloride; DMSO; diisopropylethylamine / CHCl₃; hexane / 1.5 h / -78 - 0 °C

3: CHCl₃ / 15 h / 0 °C

4: TFA / CHCl₃ / 1 h / 0 °C

5: Et₃N / CHCl₃ / 1 h / 0 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In hexane; chloroform; N,N-dimethyl-formamide; 1: Acylation / 2: Oxidation / 3: Condensation / 4: Substitution / 5: Substitution;
DOI:10.1039/a905027b

Reference yield:

: 72155-45-4
Boc-L-phenylalaninal

: 220324-06-1
Methyl (4S,2Z)-2-bromo-5-phenyl-4-[N-(2,4,6-trimethylphenylsulfonyl)amino]pent-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: CHCl₃ / 15 h / 0 °C

2: TFA / CHCl₃ / 1 h / 0 °C

3: Et₃N / CHCl₃ / 1 h / 0 °C

With triethylamine; trifluoroacetic acid; In chloroform; 1: Condensation / 2: Substitution / 3: Substitution;
DOI:10.1039/a905027b