4-[[(1R)-3-(4-Morpholinyl)-1-[(phenylthio)methyl]propyl]amino]-3-trifluoromethylsulfonyl-benzenesulfonamide

Base Information

• Chemical Name: 4-[[(1R)-3-(4-Morpholinyl)-1-[(phenylthio)methyl]propyl]amino]-3-trifluoromethylsulfonyl-benzenesulfonamide
• CAS No.: 1027345-12-5
• Molecular Formula: C21H26F3N3O5S3
• Molecular Weight: 553.648
• Mol file: 1027345-12-5.mol

Synonyms:4-[[(1R)-3-(4-Morpholinyl)-1-[(phenylthio)methyl]propyl]amino]-3-trifluoromethylsulfonyl-benzenesulfonamide;4-[[(1R)-3-(4-Morpholinyl)-1-[(phenylsulfanyl)Methyl]propyl]aMino]-3-[(trifluoroMethyl)sulfonyl]benzenesulfonaMide;BenzenesulfonaMide, 4-[[(1R)-3-(4-Morpholinyl)-1-[(phenylthio)Methyl]propyl]aMino]-3-[(trifluoroMethyl)sulfonyl]-;(R)-4-(4-morpholino-1-(phenylthio)butan-2-ylamino)-3(trifluoromethylsulfonyl)benzenesulfonamide;4-[[(R)-3-(Morpholin-4-yl)-1-[(phenylsulfanyl)methyl]propyl]amino]-3-trifluoromethylsulfonylbenzenesulfonamide

Chemical Property of 4-[[(1R)-3-(4-Morpholinyl)-1-[(phenylthio)methyl]propyl]amino]-3-trifluoromethylsulfonyl-benzenesulfonamide

Chemical Property:

• Boiling Point: 732.4±70.0 °C(Predicted)
• PKA: 9.46±0.60(Predicted)
• PSA: 160.86000
• Density: 1.50±0.1 g/cm3(Predicted)
• LogP: 5.79540

Purity/Quality:

95% Min ^*data from raw suppliers

4-[[(1R)-3-(4-Morpholinyl)-1-[(phenylthio)methyl]propyl]amino]-3-trifluoromethylsulfonyl-benzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-[[(1R)-3-(4-Morpholinyl)-1-[(phenylthio)methyl]propyl]amino]-3-trifluoromethylsulfonyl-benzenesulfonamide

There total 9 articles about 4-[[(1R)-3-(4-Morpholinyl)-1-[(phenylthio)methyl]propyl]amino]-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: 87.0%

(R)-4-morpholino-1-(phenylthio)butan-2-amine (870812-95-6) + 4-fluoro-3-[(trifluoromethyl)sulfonyl]benzenesulfonamide (1027345-08-9) → [4-((R)-3-morpholin-4-yl-1-phenylsulfanyl-methyl-propylamino)-3-trifluoromethanesulfonyl]benzenesulfonamide (1027345-12-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 20 ℃; for 16h;

DOI:10.1055/s-2008-1067129

Reference yield: 76.0%

(R)-4-(4-morpholino-4-oxo-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide (1027345-11-4) → [4-((R)-3-morpholin-4-yl-1-phenylsulfanyl-methyl-propylamino)-3-trifluoromethanesulfonyl]benzenesulfonamide (1027345-12-5)

Guidance literature:

(R)-4-(4-morpholino-4-oxo-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide; With borane-THF; In tetrahydrofuran; at 20 - 55 ℃; for 26h;

With hydrogenchloride; methanol; at 0 - 65 ℃; for 10h;

Reference yield:

4-fluoro-3-[(trifluoromethyl)sulfonyl]benzenesulfonamide (1027345-08-9) → [4-((R)-3-morpholin-4-yl-1-phenylsulfanyl-methyl-propylamino)-3-trifluoromethanesulfonyl]benzenesulfonamide (1027345-12-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1.5 h / 50 °C

2.1: water; lithium hydroxide / tetrahydrofuran; methanol / 3 h / 18 - 25 °C

2.2: 0 °C

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

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

4.2: 3 h

4.3: pH ~ 10

With borane-THF; water; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; In tetrahydrofuran; methanol; ISOPROPYLAMIDE; N,N-dimethyl-formamide;

upstream raw materials:

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

(R)-4-morpholino-1-(phenylthio)butan-2-amine

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

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

Downstream raw materials:

navitoclax

tert-butyl 2-((R)-(4'-chlorobiphenyl-2-yl)(1-(4-(4-((R)-4-morpholino-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)phenylsulfonylcarbamoyl)phenyl)piperidin-4-yl)methylamino)-2-oxoethyl(methyl)carbamate

tert-butyl 2-((R)-(4'-chlorobiphenyl-2-yl)(1-(4-(4-((R)-4-morpholino-1-(phenylthio)butan-2-yl amino)-3-(trifluoromethylsulfonyl)phenylsulfonylcarbamoyl)phenyl)piperidin-4-yl)methylamino)-2-oxoethylcarbamate

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