N-[(1S,Z)-3-bromo-4-hydroxy-1-methylbut-2-enyl]-2,4,6-trimethyl-N-[(E)-3-phenylprop-2-enyl]phenylsulfonamide

Base Information

Chemical Name:N-[(1S,Z)-3-bromo-4-hydroxy-1-methylbut-2-enyl]-2,4,6-trimethyl-N-[(E)-3-phenylprop-2-enyl]phenylsulfonamide
CAS No.:942509-31-1
Molecular Formula:C₂₃H₂₈BrNO₃S
Molecular Weight:478.45
Hs Code.:

Synonyms:N-[(1S,Z)-3-bromo-4-hydroxy-1-methylbut-2-enyl]-2,4,6-trimethyl-N-[(E)-3-phenylprop-2-enyl]phenylsulfonamide

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Chemical Property of N-[(1S,Z)-3-bromo-4-hydroxy-1-methylbut-2-enyl]-2,4,6-trimethyl-N-[(E)-3-phenylprop-2-enyl]phenylsulfonamide

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Technology Process of N-[(1S,Z)-3-bromo-4-hydroxy-1-methylbut-2-enyl]-2,4,6-trimethyl-N-[(E)-3-phenylprop-2-enyl]phenylsulfonamide

There total 7 articles about N-[(1S,Z)-3-bromo-4-hydroxy-1-methylbut-2-enyl]-2,4,6-trimethyl-N-[(E)-3-phenylprop-2-enyl]phenylsulfonamide 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: 87.0%

: 942509-29-7
N-[(1S,Z)-3-bromo-3-methoxycarbonyl-1-methylprop-2-enyl]-2,4,6-trimethyl-N-[(E)-3-phenylprop-2-enyl]phenylsulfonamide

: 942509-31-1
N-[(1S,Z)-3-bromo-4-hydroxy-1-methylbut-2-enyl]-2,4,6-trimethyl-N-[(E)-3-phenylprop-2-enyl]phenylsulfonamide

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jo0700528

Reference yield:

: 773-64-8
2-mesitylenesulphonyl chloride

: 942509-31-1
N-[(1S,Z)-3-bromo-4-hydroxy-1-methylbut-2-enyl]-2,4,6-trimethyl-N-[(E)-3-phenylprop-2-enyl]phenylsulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: 46 percent / Et₃N / dimethylformamide / 2.5 h / 20 °C

2: 55 percent / NaH / dimethylformamide / 2 h / 20 °C

3: 76 percent / LiAlH₄ / tetrahydrofuran / 2.5 h / 20 °C

4: Et₃N; SO₃*Py / dimethylsulfoxide / 1 h / 20 °C

5: 869 mg / CHCl₃ / 15 h / 20 °C

6: 87 percent / DIBAL-H / CH₂Cl₂; hexane / 1 h / 0 °C

With lithium aluminium tetrahydride; pyridine-SO₃ complex; sodium hydride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide; 5: Wittig olefination;
DOI:10.1021/jo0700528

Reference yield:

: 59724-80-0
methyl (2S)-2-[(2,4,6-trimethylphenylsulfonyl)amino]propanoate

: 942509-31-1
N-[(1S,Z)-3-bromo-4-hydroxy-1-methylbut-2-enyl]-2,4,6-trimethyl-N-[(E)-3-phenylprop-2-enyl]phenylsulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: 55 percent / NaH / dimethylformamide / 2 h / 20 °C

2: 76 percent / LiAlH₄ / tetrahydrofuran / 2.5 h / 20 °C

3: Et₃N; SO₃*Py / dimethylsulfoxide / 1 h / 20 °C

4: 869 mg / CHCl₃ / 15 h / 20 °C

5: 87 percent / DIBAL-H / CH₂Cl₂; hexane / 1 h / 0 °C

With lithium aluminium tetrahydride; pyridine-SO₃ complex; sodium hydride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide; 4: Wittig olefination;
DOI:10.1021/jo0700528