(4S,2Z)-2-Bromo-4-[N-(4-methoxy-2,3,6-trimethylphenylsulfonyl)amino]-5-phenylpent-2-en-1-ol

Base Information

Chemical Name:(4S,2Z)-2-Bromo-4-[N-(4-methoxy-2,3,6-trimethylphenylsulfonyl)amino]-5-phenylpent-2-en-1-ol
CAS No.:220324-11-8
Molecular Formula:C₂₁H₂₆BrNO₄S
Molecular Weight:468.412
Hs Code.:

Synonyms:(4S,2Z)-2-Bromo-4-[N-(4-methoxy-2,3,6-trimethylphenylsulfonyl)amino]-5-phenylpent-2-en-1-ol

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Chemical Property of (4S,2Z)-2-Bromo-4-[N-(4-methoxy-2,3,6-trimethylphenylsulfonyl)amino]-5-phenylpent-2-en-1-ol

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Technology Process of (4S,2Z)-2-Bromo-4-[N-(4-methoxy-2,3,6-trimethylphenylsulfonyl)amino]-5-phenylpent-2-en-1-ol

There total 7 articles about (4S,2Z)-2-Bromo-4-[N-(4-methoxy-2,3,6-trimethylphenylsulfonyl)amino]-5-phenylpent-2-en-1-ol 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: 95.0%

: 220324-07-2
Methyl (4S,2Z)-2-bromo-4-[N-(4-methoxy-2,3,6-trimethylphenylsulfonyl)amino]-5-phenylpent-2-enoate

: 220324-11-8
(4S,2Z)-2-Bromo-4-[N-(4-methoxy-2,3,6-trimethylphenylsulfonyl)amino]-5-phenylpent-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In chloroform; toluene; at -78 - -20 ℃; for 3h;
DOI:10.1039/a905027b

Reference yield:

: 80745-07-9
4-methoxy-2,3,6-trimethylbenzenesulfonyl chloride

: 220324-11-8
(4S,2Z)-2-Bromo-4-[N-(4-methoxy-2,3,6-trimethylphenylsulfonyl)amino]-5-phenylpent-2-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / CHCl₃ / 1 h / 0 °C

2: 95 percent / DIBAL-H / toluene; CHCl₃ / 3 h / -78 - -20 °C

With diisobutylaluminium hydride; triethylamine; In chloroform; toluene; 1: Substitution / 2: Reduction;
DOI:10.1039/a905027b

Reference yield:

: 3182-95-4
L-Phenylalaninol

: 220324-11-8
(4S,2Z)-2-Bromo-4-[N-(4-methoxy-2,3,6-trimethylphenylsulfonyl)amino]-5-phenylpent-2-en-1-ol

Guidance literature:: Multi-step reaction with 6 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

6: 95 percent / DIBAL-H / toluene; CHCl₃ / 3 h / -78 - -20 °C

With oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In hexane; chloroform; N,N-dimethyl-formamide; toluene; 1: Acylation / 2: Oxidation / 3: Condensation / 4: Substitution / 5: Substitution / 6: Reduction;
DOI:10.1039/a905027b