Methanesulfonic acid, trifluoro-, (3S,5R)-1-oxo-2-(phenylmethyl)-7-(phenylsulfonyl)-3-[2-[(tetrahydro-2H- pyran-2-yl)oxy]ethyl]-2,7-diazaspiro[4.5]dec-9-en-10-yl ester

Base Information

Chemical Name:Methanesulfonic acid, trifluoro-, (3S,5R)-1-oxo-2-(phenylmethyl)-7-(phenylsulfonyl)-3-[2-[(tetrahydro-2H- pyran-2-yl)oxy]ethyl]-2,7-diazaspiro[4.5]dec-9-en-10-yl ester
CAS No.:566905-12-2
Molecular Formula:C29H33F3N2O8S2
Molecular Weight:658.717
Hs Code.:

Methanesulfonic acid, trifluoro-,
(3S,5R)-1-oxo-2-(phenylmethyl)-7-(phenylsulfonyl)-3-[2-[(tetrahydro-2H-
pyran-2-yl)oxy]ethyl]-2,7-diazaspiro[4.5]dec-9-en-10-yl ester

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Chemical Property of Methanesulfonic acid, trifluoro-, (3S,5R)-1-oxo-2-(phenylmethyl)-7-(phenylsulfonyl)-3-[2-[(tetrahydro-2H- pyran-2-yl)oxy]ethyl]-2,7-diazaspiro[4.5]dec-9-en-10-yl ester

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Technology Process of Methanesulfonic acid, trifluoro-, (3S,5R)-1-oxo-2-(phenylmethyl)-7-(phenylsulfonyl)-3-[2-[(tetrahydro-2H- pyran-2-yl)oxy]ethyl]-2,7-diazaspiro[4.5]dec-9-en-10-yl ester

There total 1 articles about Methanesulfonic acid, trifluoro-, (3S,5R)-1-oxo-2-(phenylmethyl)-7-(phenylsulfonyl)-3-[2-[(tetrahydro-2H- pyran-2-yl)oxy]ethyl]-2,7-diazaspiro[4.5]dec-9-en-10-yl ester 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:

: 566905-10-0
(3S,5R)-2-benzyl-3-(2-hydroxyethyl)-7-(phenylsulfonyl)-2,7-diazaspiro[4.5]decane-1,10-dione

: 566905-12-2
(3S,5R)-2-benzyl-1-oxo-7-(phenylsulfonyl)-3-[2-(tetrahydro-2H-pyran-2-yloxy)-ethyl]-2,7-diazaspiro[4.5]dec-9-en-10-yl-2-furyl trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / CSA / CH₂Cl₂ / 1.5 h / 20 °C

2.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.75 h / -78 °C

2.2: 92 percent / tetrahydrofuran / 13 h / 20 °C

With camphor-10-sulfonic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja034464j

Reference yield: 95.0%

: 390748-07-9
ethyl 3-[4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-2-furyl]propanoate

: 566905-12-2
(3S,5R)-2-benzyl-1-oxo-7-(phenylsulfonyl)-3-[2-(tetrahydro-2H-pyran-2-yloxy)-ethyl]-2,7-diazaspiro[4.5]dec-9-en-10-yl-2-furyl trifluoromethanesulfonate

: 566905-32-6
ethyl 3-(4-[(3S,5S)-2-benzyl-1-oxo-7-(phenylsulfonyl)-3-[2-(tetrahydro-2H-pyran-2-yloxy)-ethyl]-2,7-diazaspiro[4.5]dec-10-yl]-2-furyl)propanoate

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; In N,N-dimethyl-formamide; at 80 ℃; for 3h;
DOI:10.1021/ja034464j

Reference yield:

: 566905-12-2
(3S,5R)-2-benzyl-1-oxo-7-(phenylsulfonyl)-3-[2-(tetrahydro-2H-pyran-2-yloxy)-ethyl]-2,7-diazaspiro[4.5]dec-9-en-10-yl-2-furyl trifluoromethanesulfonate

: 3-[(6aS,7aS,11aS,14bS)-1-oxo-9-(phenylsulfonyl)-1,2,3,4,6a,7,8,9,10,11,11a,14b-dodecahydrofuro[2,3:3,4]pyrido[3,4:1,5]cyclopenta[1,2:4,5]pyrrolo[1,2-a]azocin-13-yl]propyl acetate

Guidance literature:: Multi-step reaction with 16 steps

1: 95 percent / K₃PO₄; PdCl₂(dppf) / dimethylformamide / 3 h / 80 °C

2: 92 percent / Pd/C / methanol / 1.5 h / 20 °C

3: 72 percent / PPTS; EtOH / methanol / 3 h / 50 °C

4: 96 percent / CSA / CH₂Cl₂ / 1.5 h / 20 °C

5: 94 percent / LiBH₄ / methanol; tetrahydrofuran / 19 h / 3 - 20 °C

6: lithium / tetrahydrofuran; liquid ammonia / 0.5 h / -78 °C

7: 5.71 g / aq. NaHCO₃ / ethyl acetate / 1 h / 20 °C

8: 68 percent / DMAP; Et₃N / tetrahydrofuran / 11 h / 20 °C

9: DIBAL-H / toluene; CH₂Cl₂ / 2 h / -78 - 20 °C

10: 7.57 g / pyridine / 12 h / 20 °C

11: 37 percent / p-TsOH monohydrate / CH₂Cl₂ / 1.2 h / 20 °C

12: tri-n-butylphosphine / tetrahydrofuran / 16 h / 20 °C

13: 3.09 g / aq. K₂HPO₄; mCPBA / CH₂Cl₂ / 0.5 h / 0 °C

14: TFA / CH₂Cl₂ / 0.5 h / 20 °C

15: 1.76 g / 1-hydroxybenzotriazole; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide*HCl / tetrahydrofuran / 3 h / 20 °C

16: 86 percent / Ru[(PCy₂)(=CH-Ph)(N,N'-Mes₂-imidazolidin-2-yl)]Cl₂ / CH₂Cl₂ / 2 h / Heating

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; dipotassium hydrogenphosphate; lithium borohydride; ethanol; tributylphosphine; camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; lithium; diisobutylaluminium hydride; sodium hydrogencarbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; ammonia; ethyl acetate; N,N-dimethyl-formamide; toluene; 1: Suzuki-Miyaura coupling;
DOI:10.1021/ja034464j