(3S,1S')-1-{1'-formyl-2'-[4-(3-methyl-but-2-enyloxy)phenyl]-ethyl}-3-[N-2,2,2-trichloroethoxycarbonyl-N-methyl-amino]-1-azaspiro[4.5]decan-8-one

Base Information

Chemical Name:(3S,1S')-1-{1'-formyl-2'-[4-(3-methyl-but-2-enyloxy)phenyl]-ethyl}-3-[N-2,2,2-trichloroethoxycarbonyl-N-methyl-amino]-1-azaspiro[4.5]decan-8-one
CAS No.:361520-04-9
Molecular Formula:C₂₇H₃₅Cl₃N₂O₅
Molecular Weight:573.944
Hs Code.:

Synonyms:(3S,1S')-1-{1'-formyl-2'-[4-(3-methyl-but-2-enyloxy)phenyl]-ethyl}-3-[N-2,2,2-trichloroethoxycarbonyl-N-methyl-amino]-1-azaspiro[4.5]decan-8-one

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Chemical Property of (3S,1S')-1-{1'-formyl-2'-[4-(3-methyl-but-2-enyloxy)phenyl]-ethyl}-3-[N-2,2,2-trichloroethoxycarbonyl-N-methyl-amino]-1-azaspiro[4.5]decan-8-one

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Technology Process of (3S,1S')-1-{1'-formyl-2'-[4-(3-methyl-but-2-enyloxy)phenyl]-ethyl}-3-[N-2,2,2-trichloroethoxycarbonyl-N-methyl-amino]-1-azaspiro[4.5]decan-8-one

There total 19 articles about (3S,1S')-1-{1'-formyl-2'-[4-(3-methyl-but-2-enyloxy)phenyl]-ethyl}-3-[N-2,2,2-trichloroethoxycarbonyl-N-methyl-amino]-1-azaspiro[4.5]decan-8-one 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: 63.0%

: 361520-02-7
(3S,1S')-1-{2'-hydroxy-1'-[4-(3-methyl-but-2-enyloxy)benzyl]-ethyl}-3-[N-2,2,2-trichloroethoxycarbonyl-N-methyl-amino]-1-azaspiro[4.5]decane-8-ol

: 361520-04-9
(3S,1S')-1-{1'-formyl-2'-[4-(3-methyl-but-2-enyloxy)phenyl]-ethyl}-3-[N-2,2,2-trichloroethoxycarbonyl-N-methyl-amino]-1-azaspiro[4.5]decan-8-one

Guidance literature:: With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/ja016030z

Reference yield: 63.0%

: ((S)-8-Hydroxy-1-{(S)-1-hydroxymethyl-2-[4-(3-methyl-but-2-enyloxy)-phenyl]-ethyl}-1-aza-spiro[4.5]dec-3-yl)-methyl-carbamic acid 2,2,2-trichloro-ethyl ester

: 361520-04-9
(3S,1S')-1-{1'-formyl-2'-[4-(3-methyl-but-2-enyloxy)phenyl]-ethyl}-3-[N-2,2,2-trichloroethoxycarbonyl-N-methyl-amino]-1-azaspiro[4.5]decan-8-one

Guidance literature:: With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; at 25 ℃; for 1h;
DOI:10.1016/j.tet.2006.01.111

Reference yield:

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

: 361520-04-9
(3S,1S')-1-{1'-formyl-2'-[4-(3-methyl-but-2-enyloxy)phenyl]-ethyl}-3-[N-2,2,2-trichloroethoxycarbonyl-N-methyl-amino]-1-azaspiro[4.5]decan-8-one

Guidance literature:: Multi-step reaction with 11 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

9: LiAlH₄ / tetrahydrofuran / 48 h / Heating

10: 0.22 g / NaHCO₃ / tetrahydrofuran; H₂O / 25 °C

11: 63 percent / 4-methylmorpholine-N-oxide; Pr₄NRuO₄; molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / 25 °C

With pyridine; dmap; lithium aluminium tetrahydride; tetrapropylammonium perruthennate; [bis(acetoxy)iodo]benzene; 4 A molecular sieve; hydrogen; boron tribromide; sodium hydrogencarbonate; potassium carbonate; caesium carbonate; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; platinum(IV) oxide; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; 2,2,2-trifluoroethanol; water; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile; 11: Ley oxidation;
DOI:10.1016/j.tet.2006.01.111