N-(4-hydroxy-1-isobutyl-but-2-enyl)-N-(4-methyl-benzyl)-2-(toluene-4-sulfonyl)-acetamide

Base Information

Chemical Name:N-(4-hydroxy-1-isobutyl-but-2-enyl)-N-(4-methyl-benzyl)-2-(toluene-4-sulfonyl)-acetamide
CAS No.:863403-34-3
Molecular Formula:C₂₅H₃₃NO₄S
Molecular Weight:443.607
Hs Code.:

<i>N</i>-(4-hydroxy-1-isobutyl-but-2-enyl)-<i>N</i>-(4-methyl-benzyl)-2-(toluene-4-sulfonyl)-acetamide

Synonyms:N-(4-hydroxy-1-isobutyl-but-2-enyl)-N-(4-methyl-benzyl)-2-(toluene-4-sulfonyl)-acetamide

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Chemical Property of N-(4-hydroxy-1-isobutyl-but-2-enyl)-N-(4-methyl-benzyl)-2-(toluene-4-sulfonyl)-acetamide

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Technology Process of N-(4-hydroxy-1-isobutyl-but-2-enyl)-N-(4-methyl-benzyl)-2-(toluene-4-sulfonyl)-acetamide

There total 9 articles about N-(4-hydroxy-1-isobutyl-but-2-enyl)-N-(4-methyl-benzyl)-2-(toluene-4-sulfonyl)-acetamide 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:

: (E)-(S)-6-Methyl-4-{[1-p-tolyl-meth-(E)-ylidene]-amino}-hept-2-en-1-ol

: 863403-34-3
N-(4-hydroxy-1-isobutyl-but-2-enyl)-N-(4-methyl-benzyl)-2-(toluene-4-sulfonyl)-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 453 mg / NaBH₃ / methanol / 1 h / 20 °C

2: DCC; HOBt / CH₂Cl₂ / 12 h / 20 °C

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In methanol; dichloromethane;
DOI:10.1039/b504731e

Reference yield:

: 1220-80-0,67368-40-5,150614-61-2
(S)-4-methyl-2-(toluene-4-sulfonamido)pentanoic acid

: 863403-34-3
N-(4-hydroxy-1-isobutyl-but-2-enyl)-N-(4-methyl-benzyl)-2-(toluene-4-sulfonyl)-acetamide

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

2: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1.25 h / -78 - 20 °C

3: 8.40 g / CH₂Cl₂ / 12 h / 20 °C

4: 98 percent / DIBAL-H / CH₂Cl₂ / 2.25 h / -78 - 20 °C

5: Na; NH₃ / tetrahydrofuran / -78 °C

6: 4 Angstroem molecular sieves / methanol / 12 h / 20 °C

7: 453 mg / NaBH₃ / methanol / 1 h / 20 °C

8: DCC; HOBt / CH₂Cl₂ / 12 h / 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; 4 A molecular sieve; ammonia; sodium; diisobutylaluminium hydride; benzotriazol-1-ol; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; 2: Swern oxidation / 3: Wittig homologation;
DOI:10.1039/b504731e

Reference yield:

: 61-90-5,21675-61-6,25248-98-0,70-45-1
L-leucine

: 863403-34-3
N-(4-hydroxy-1-isobutyl-but-2-enyl)-N-(4-methyl-benzyl)-2-(toluene-4-sulfonyl)-acetamide

Guidance literature:: Multi-step reaction with 9 steps

1: 73 percent / aq. NaOH / ethyl acetate / 1 h

2: 95 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

3: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1.25 h / -78 - 20 °C

4: 8.40 g / CH₂Cl₂ / 12 h / 20 °C

5: 98 percent / DIBAL-H / CH₂Cl₂ / 2.25 h / -78 - 20 °C

6: Na; NH₃ / tetrahydrofuran / -78 °C

7: 4 Angstroem molecular sieves / methanol / 12 h / 20 °C

8: 453 mg / NaBH₃ / methanol / 1 h / 20 °C

9: DCC; HOBt / CH₂Cl₂ / 12 h / 20 °C

With sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; 4 A molecular sieve; ammonia; sodium; diisobutylaluminium hydride; benzotriazol-1-ol; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; 3: Swern oxidation / 4: Wittig homologation;
DOI:10.1039/b504731e