(-)-(S)-(E)-5-methyl-4-{(4-methylbenzyl)[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enol

Base Information

Chemical Name:(-)-(S)-(E)-5-methyl-4-{(4-methylbenzyl)[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enol
CAS No.:863403-29-6
Molecular Formula:C₂₄H₃₁NO₄S
Molecular Weight:429.58
Hs Code.:

Synonyms:(-)-(S)-(E)-5-methyl-4-{(4-methylbenzyl)[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (-)-(S)-(E)-5-methyl-4-{(4-methylbenzyl)[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enol

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Technology Process of (-)-(S)-(E)-5-methyl-4-{(4-methylbenzyl)[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enol

There total 10 articles about (-)-(S)-(E)-5-methyl-4-{(4-methylbenzyl)[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enol 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: 76.0%

: 863403-25-2
(-)-(S)-(E)-5-methyl-4-(4-methylbenzylamino)hex-2-en-1-ol

: 3937-96-0
tosylacetic acid

: 863403-29-6
(-)-(S)-(E)-5-methyl-4-{(4-methylbenzyl)[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enol

Guidance literature:: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1039/b504731e

Reference yield:

: 887113-19-1
4-methyl-N-[(2S)-3-methyl-1-oxobutan-2-yl]benzenesulfonamide

: 863403-29-6
(-)-(S)-(E)-5-methyl-4-{(4-methylbenzyl)[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enol

Guidance literature:: Multi-step reaction with 6 steps

1: 11.2 g / CH₂Cl₂ / 12 h / 20 °C

2: 96 percent / DIBAL-H / CH₂Cl₂ / 2.25 h / -78 - 20 °C

3: Na; NH₃ / tetrahydrofuran / -78 °C

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

5: 330 mg / NaBH₃ / methanol / 1 h / 20 °C

6: 76 percent / PyBOP; Huenig's base / CH₂Cl₂ / 12 h / 20 °C

With 4 A molecular sieve; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonia; sodium; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; 1: Wittig homologation;
DOI:10.1039/b504731e

Reference yield:

: 863403-23-0
(-)-(S)-(E)-5-methyl-4-(toluene-4-sulfonamido)hex-2-en-1-ol

: 863403-29-6
(-)-(S)-(E)-5-methyl-4-{(4-methylbenzyl)[2-(toluene-4-sulfonyl)acetyl]amino}hex-2-enol

Guidance literature:: Multi-step reaction with 4 steps

1: Na; NH₃ / tetrahydrofuran / -78 °C

2: 4 Angstroem molecular sieves / methanol / 12 h / 20 °C

3: 330 mg / NaBH₃ / methanol / 1 h / 20 °C

4: 76 percent / PyBOP; Huenig's base / CH₂Cl₂ / 12 h / 20 °C

With 4 A molecular sieve; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; ammonia; sodium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/b504731e