4-((R)-4-((S)-3-((diethylamino)methyl)morpholino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide

Base Information

• Chemical Name: 4-((R)-4-((S)-3-((diethylamino)methyl)morpholino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide
• CAS No.: 1357575-89-3
• Molecular Formula: C₂₆H₃₇F₃N₄O₅S₃
• Molecular Weight: 638.797

Synonyms:4-((R)-4-((S)-3-((diethylamino)methyl)morpholino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide

Chemical Property of 4-((R)-4-((S)-3-((diethylamino)methyl)morpholino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 4-((R)-4-((S)-3-((diethylamino)methyl)morpholino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide

There total 12 articles about 4-((R)-4-((S)-3-((diethylamino)methyl)morpholino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide 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: 37.0%

4-((R)-4-((S)-3-((diethylamino)methyl)morpholino)-4-oxo-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide (1357575-87-1) → 4-((R)-4-((S)-3-((diethylamino)methyl)morpholino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide (1357575-89-3)

Guidance literature:

4-((R)-4-((S)-3-((diethylamino)methyl)morpholino)-4-oxo-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide; With borane-THF; In tetrahydrofuran; at 18 - 25 ℃; for 16h;

With hydrogenchloride; methanol; water; In tetrahydrofuran; at 80 ℃; for 3h;

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 18 - 25 ℃; pH=10;

Reference yield:

(3S)-3-aminomethyl-4-{[(tert-butyl)oxy]carbonyl}morpholine (1187929-79-8) → 4-((R)-4-((S)-3-((diethylamino)methyl)morpholino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide (1357575-89-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: pyridine / dichloromethane / 0.5 h

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h

3.1: diphenylsilane / carbonylhydridetris(triphenylphosphine)rhodium(I) / tetrahydrofuran / 0.5 h

4.1: hydrogenchloride; water

5.1: N-ethyl-N,N-diisopropylamine; HATU / ISOPROPYLAMIDE / 1 h / 18 - 25 °C

6.1: borane-THF / tetrahydrofuran / 16 h / 18 - 25 °C

6.2: 3 h / 80 °C

6.3: 18 - 25 °C / pH 10

With pyridine; hydrogenchloride; borane-THF; diphenylsilane; water; sodium hydride; N-ethyl-N,N-diisopropylamine; HATU; carbonylhydridetris(triphenylphosphine)rhodium(I); In tetrahydrofuran; dichloromethane; ISOPROPYLAMIDE; N,N-dimethyl-formamide; mineral oil;

Reference yield:

(S)-tert-butyl 3-((N-ethylacetamido)methyl)morpholine-4-carboxylate (1357575-86-0) → 4-((R)-4-((S)-3-((diethylamino)methyl)morpholino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide (1357575-89-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diphenylsilane / carbonylhydridetris(triphenylphosphine)rhodium(I) / tetrahydrofuran / 0.5 h

2.1: hydrogenchloride; water

3.1: N-ethyl-N,N-diisopropylamine; HATU / ISOPROPYLAMIDE / 1 h / 18 - 25 °C

4.1: borane-THF / tetrahydrofuran / 16 h / 18 - 25 °C

4.2: 3 h / 80 °C

4.3: 18 - 25 °C / pH 10

With hydrogenchloride; borane-THF; diphenylsilane; water; N-ethyl-N,N-diisopropylamine; HATU; carbonylhydridetris(triphenylphosphine)rhodium(I); In tetrahydrofuran; ISOPROPYLAMIDE;

upstream raw materials:

(S)-N-ethyl-N-(morpholin-3-ylmethyl)ethanamine hydrochloride salt

4-((R)-4-((S)-3-((diethylamino)methyl)morpholino)-4-oxo-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide

4-fluoro-3-[(trifluoromethyl)sulfonyl]benzenesulfonamide

1-fluoro-2-[(trifluoromethyl)sulfonyl]benzene

Downstream raw materials:

4-{4-[(R)-(4'-chlorobiphenyl-2-yl)(hydroxy)methyl]piperidin-1-yl}-N-[(4-{[(2R)-4-[(3S)-3-{[diethylamino]methyl}morpholin-4-yl]-1-(phenylsulfanyl)butan-2-yl]amino}-3-[(trifluoromethyl)sulfonyl]phenyl)sulfonyl]benzamide

4-(4-((R)-(tert-butyldimethylsilyloxy)(4'-chlorobiphenyl-2-yl)methyl)piperidin-1-yl)-N-(4-((R)-4-((S)-3-((diethylamino)methyl)morpholino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonyl)benzamide

di-tert-butyl ((R)-(4'-chlorobiphenyl-2-yl)(1-(4-(4-((R)-4-((S)-3-((diethylamino)methyl)morpholino)-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonylcarbamoyl)phenyl)piperidin-4-yl)methoxy)methyl phosphate

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