(3S,1S')-1-{2'-hydroxy-1'-[4-(3-methyl-but-2-enyloxy)benzyl]-ethyl}-3-[N-methyl-N-(4-methylphenyl)sulfonylamino]-1-azaspiro[4.5]decan-2,8-dione

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Chemical Name:(3S,1S')-1-{2'-hydroxy-1'-[4-(3-methyl-but-2-enyloxy)benzyl]-ethyl}-3-[N-methyl-N-(4-methylphenyl)sulfonylamino]-1-azaspiro[4.5]decan-2,8-dione
CAS No.:361520-00-5
Molecular Formula:C₃₁H₄₀N₂O₆S
Molecular Weight:568.734
Hs Code.:

Synonyms:(3S,1S')-1-{2'-hydroxy-1'-[4-(3-methyl-but-2-enyloxy)benzyl]-ethyl}-3-[N-methyl-N-(4-methylphenyl)sulfonylamino]-1-azaspiro[4.5]decan-2,8-dione

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Chemical Property of (3S,1S')-1-{2'-hydroxy-1'-[4-(3-methyl-but-2-enyloxy)benzyl]-ethyl}-3-[N-methyl-N-(4-methylphenyl)sulfonylamino]-1-azaspiro[4.5]decan-2,8-dione

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Technology Process of (3S,1S')-1-{2'-hydroxy-1'-[4-(3-methyl-but-2-enyloxy)benzyl]-ethyl}-3-[N-methyl-N-(4-methylphenyl)sulfonylamino]-1-azaspiro[4.5]decan-2,8-dione

There total 15 articles about (3S,1S')-1-{2'-hydroxy-1'-[4-(3-methyl-but-2-enyloxy)benzyl]-ethyl}-3-[N-methyl-N-(4-methylphenyl)sulfonylamino]-1-azaspiro[4.5]decan-2,8-dione 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: 98.0%

: 870-63-3
prenyl bromide

: 361519-99-5
(3S,1S')-1-[2'-hydroxy-1'-(4-hydroxybenzyl)-ethyl]-3-[N-methyl-N-(4-methylphenyl)sulfonylamino]-1-azaspiro[4.5]decan-2,8-dione

: 361520-00-5
(3S,1S')-1-{2'-hydroxy-1'-[4-(3-methyl-but-2-enyloxy)benzyl]-ethyl}-3-[N-methyl-N-(4-methylphenyl)sulfonylamino]-1-azaspiro[4.5]decan-2,8-dione

Guidance literature:: With caesium carbonate; In acetone; at 50 ℃; for 2h;
DOI:10.1021/ja016030z DOI:10.1016/j.tet.2006.01.111

Reference yield:

: 4703-32-6
(S)-2-[N-(4-methylphenyl)sulfonylamino]-3-(4-hydroxyphenyl) propionic acid

: 361520-00-5
(3S,1S')-1-{2'-hydroxy-1'-[4-(3-methyl-but-2-enyloxy)benzyl]-ethyl}-3-[N-methyl-N-(4-methylphenyl)sulfonylamino]-1-azaspiro[4.5]decan-2,8-dione

Guidance literature:: Multi-step reaction with 8 steps

1: 73 percent / PPh₃; NEt₃; pyridine / acetonitrile; CCl₄ / 24 h / 30 °C

2: PhI(OAc)2 / 2,2,2-trifluoro-ethanol / 0.5 h / 25 °C

3: 41 percent / pyridine; 4-(dimethylamino)pyridine / 25 °C

4: 96 percent / H₂ / PtO₂ / ethyl acetate / 25 °C / 760 Torr

5: 79 percent / K₂CO₃ / methanol / 25 °C

6: 97 percent / K₂CO₃ / acetone; dimethylformamide / 12 h / 25 °C

7: 87 percent / BBr₃ / CH₂Cl₂ / 1 h / -60 - 0 °C

8: 98 percent / Cs₂CO₃ / acetone / 2 h / 50 °C

With pyridine; dmap; [bis(acetoxy)iodo]benzene; hydrogen; boron tribromide; potassium carbonate; caesium carbonate; triethylamine; triphenylphosphine; platinum(IV) oxide; In methanol; tetrachloromethane; dichloromethane; 2,2,2-trifluoroethanol; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/j.tet.2006.01.111

Reference yield:

: 333999-50-1
(S)-2-{(S)-1-[N-(4-methylphenyl)sulfonylamino]-2-(4-hydroxyphenyl)ethyl}-4-(4-methoxybenzyl)-2-oxazoline

: 361520-00-5
(3S,1S')-1-{2'-hydroxy-1'-[4-(3-methyl-but-2-enyloxy)benzyl]-ethyl}-3-[N-methyl-N-(4-methylphenyl)sulfonylamino]-1-azaspiro[4.5]decan-2,8-dione

Guidance literature:: Multi-step reaction with 7 steps

1: PhI(OAc)2 / 2,2,2-trifluoro-ethanol / 0.5 h / 25 °C

2: 41 percent / pyridine; 4-(dimethylamino)pyridine / 25 °C

3: 96 percent / H₂ / PtO₂ / ethyl acetate / 25 °C / 760 Torr

4: 79 percent / K₂CO₃ / methanol / 25 °C

5: 97 percent / K₂CO₃ / acetone; dimethylformamide / 12 h / 25 °C

6: 87 percent / BBr₃ / CH₂Cl₂ / 1 h / -60 - 0 °C

7: 98 percent / Cs₂CO₃ / acetone / 2 h / 50 °C

With pyridine; dmap; [bis(acetoxy)iodo]benzene; hydrogen; boron tribromide; potassium carbonate; caesium carbonate; platinum(IV) oxide; In methanol; dichloromethane; 2,2,2-trifluoroethanol; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tet.2006.01.111