(1S,2E,4S)-N-<2-bromo-4-<(2-methoxyethoxy)methoxy>-1-phenyl-2-pentenyl>-2,4,6-trimethylbenzenesulfonamide

Base Information

• Chemical Name: (1S,2E,4S)-N-<2-bromo-4-<(2-methoxyethoxy)methoxy>-1-phenyl-2-pentenyl>-2,4,6-trimethylbenzenesulfonamide
• CAS No.: 148838-33-9
• Molecular Formula: C₂₄H₃₂BrNO₅S
• Molecular Weight: 526.492

Synonyms:(1S,2E,4S)-N-<2-bromo-4-<(2-methoxyethoxy)methoxy>-1-phenyl-2-pentenyl>-2,4,6-trimethylbenzenesulfonamide

Chemical Property of (1S,2E,4S)-N-<2-bromo-4-<(2-methoxyethoxy)methoxy>-1-phenyl-2-pentenyl>-2,4,6-trimethylbenzenesulfonamide

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Technology Process of (1S,2E,4S)-N-<2-bromo-4-<(2-methoxyethoxy)methoxy>-1-phenyl-2-pentenyl>-2,4,6-trimethylbenzenesulfonamide

There total 2 articles about (1S,2E,4S)-N-<2-bromo-4-<(2-methoxyethoxy)methoxy>-1-phenyl-2-pentenyl>-2,4,6-trimethylbenzenesulfonamide 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: 62.0%

C8H14BrLiO3 + (E)-N-benzylidene-2,4,6-trimethylbenzenesulfonamide → (1S,2E,4S)-N-<2-bromo-4-<(2-methoxyethoxy)methoxy>-1-phenyl-2-pentenyl>-2,4,6-trimethylbenzenesulfonamide (148838-33-9)

Guidance literature:

In tetrahydrofuran; other sulfonylimines; other chiral vinylanion; stereoselectivity;

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → (1S,2E,4S)-N-<2-bromo-4-<(2-methoxyethoxy)methoxy>-1-phenyl-2-pentenyl>-2,4,6-trimethylbenzenesulfonamide (148838-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / 0.17 h / 160 - 200 °C

2: 62 percent / n-BuLi / 1.) Et₂O, hexane, -105 to -100 deg C, 20 min, 2.) THF, -110 to -78 deg C, 8 h

With n-butyllithium;

DOI:10.1002/jlac.199719970121

Reference yield: 92.0%

(1S,2E,4S)-N-<2-bromo-4-<(2-methoxyethoxy)methoxy>-1-phenyl-2-pentenyl>-2,4,6-trimethylbenzenesulfonamide (148838-33-9) → (1R,2Z,4S)-N-<4-<(2-methoxyethoxy)methoxy>-1-phenyl-2-pentenyl>-2,4,6-trimethylbenzenesulfonamide (186800-92-0)

Guidance literature:

With tert.-butyl lithium; ammonium chloride; 1.) THF, pentane, -95 to -30 deg C, 1 h, 2.) MeOH;

DOI:10.1002/jlac.199719970121

upstream raw materials:

benzaldehyde dimethyl acetal

Downstream raw materials:

(1R,2Z,4S)-N-<4-<(2-methoxyethoxy)methoxy>-1-phenyl-2-pentenyl>-2,4,6-trimethylbenzenesulfonamide

(2S)-2-<((Methoxyethoxy)methyl)oxy>propanoic Acid Methyl Ester

methyl (S)-α-<<(2,4,6-trimethylphenyl)sulfonyl>amino>benzeneacetate

methyl (3S,4S)-3-hydroxy-2,2-dimethyl-4-phenyl-4-<<(2,4,6-trimethylphenyl)sulfonyl>amino>butanoate

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