(E)-(9S,12S,18R)-18-(3-Chloro-4-methoxy-benzyl)-9-isobutyl-12-((E)-(R)-1-methyl-3-phenyl-allyl)-8,11-dioxa-17,20-diaza-spiro[5.15]henicos-14-ene-7,10,16,19-tetraone

Base Information

Chemical Name:(E)-(9S,12S,18R)-18-(3-Chloro-4-methoxy-benzyl)-9-isobutyl-12-((E)-(R)-1-methyl-3-phenyl-allyl)-8,11-dioxa-17,20-diaza-spiro[5.15]henicos-14-ene-7,10,16,19-tetraone
CAS No.:223763-97-1
Molecular Formula:C₃₉H₄₉ClN₂O₇
Molecular Weight:693.28
Hs Code.:

(E)-(9S,12S,18R)-18-(3-Chloro-4-methoxy-benzyl)-9-isobutyl-12-((E)-(R)-1-methyl-3-phenyl-allyl)-8,11-dioxa-17,20-diaza-spiro[5.15]henicos-14-ene-7,10,16,19-tetraone

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Chemical Property of (E)-(9S,12S,18R)-18-(3-Chloro-4-methoxy-benzyl)-9-isobutyl-12-((E)-(R)-1-methyl-3-phenyl-allyl)-8,11-dioxa-17,20-diaza-spiro[5.15]henicos-14-ene-7,10,16,19-tetraone

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Technology Process of (E)-(9S,12S,18R)-18-(3-Chloro-4-methoxy-benzyl)-9-isobutyl-12-((E)-(R)-1-methyl-3-phenyl-allyl)-8,11-dioxa-17,20-diaza-spiro[5.15]henicos-14-ene-7,10,16,19-tetraone

There total 9 articles about (E)-(9S,12S,18R)-18-(3-Chloro-4-methoxy-benzyl)-9-isobutyl-12-((E)-(R)-1-methyl-3-phenyl-allyl)-8,11-dioxa-17,20-diaza-spiro[5.15]henicos-14-ene-7,10,16,19-tetraone 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:

: 1-Aminomethyl-cyclohexanecarboxylic acid (S)-1-((E)-(1S,2R)-1-{(E)-3-[(R)-2-(3-chloro-4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyloxycarbonyl)-3-methyl-butyl ester

: 223763-97-1
(E)-(9S,12S,18R)-18-(3-Chloro-4-methoxy-benzyl)-9-isobutyl-12-((E)-(R)-1-methyl-3-phenyl-allyl)-8,11-dioxa-17,20-diaza-spiro[5.15]henicos-14-ene-7,10,16,19-tetraone

Guidance literature:: With 2-hydroxypyridin; In toluene; Yield given;
DOI:10.1016/S0960-894X(98)00748-3

Reference yield:

: 111-24-0
1,5-dibromo-pentane

: 223763-97-1
(E)-(9S,12S,18R)-18-(3-Chloro-4-methoxy-benzyl)-9-isobutyl-12-((E)-(R)-1-methyl-3-phenyl-allyl)-8,11-dioxa-17,20-diaza-spiro[5.15]henicos-14-ene-7,10,16,19-tetraone

Guidance literature:: Multi-step reaction with 9 steps

1: 78 percent / Cs₂CO₃ / dimethylformamide / 0 - 25 °C

2: 83 percent / LiAlH₄ / tetrahydrofuran

3: 69 percent / NaOH / tetrahydrofuran

4: 71 percent / NaIO₄, RuCl₃ / acetonitrile; CCl₄; H₂O

5: 1.) CDI / 2.) THF, reflux

6: Pd(PPh₃)4, morpholine / tetrahydrofuran

7: DCC, DMAP / CH₂Cl₂

8: TFA

9: 2-hydroxypyridine / toluene

With morpholine; 2-hydroxypyridin; dmap; ruthenium trichloride; sodium hydroxide; sodium periodate; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; dicyclohexyl-carbodiimide; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0960-894X(98)00748-3

Reference yield:

: 1130-21-8
ethyl 1-cyanocyclohexane-1-carboxylate

: 223763-97-1
(E)-(9S,12S,18R)-18-(3-Chloro-4-methoxy-benzyl)-9-isobutyl-12-((E)-(R)-1-methyl-3-phenyl-allyl)-8,11-dioxa-17,20-diaza-spiro[5.15]henicos-14-ene-7,10,16,19-tetraone

Guidance literature:: Multi-step reaction with 8 steps

1: 83 percent / LiAlH₄ / tetrahydrofuran

2: 69 percent / NaOH / tetrahydrofuran

3: 71 percent / NaIO₄, RuCl₃ / acetonitrile; CCl₄; H₂O

4: 1.) CDI / 2.) THF, reflux

5: Pd(PPh₃)4, morpholine / tetrahydrofuran

6: DCC, DMAP / CH₂Cl₂

7: TFA

8: 2-hydroxypyridine / toluene

With morpholine; 2-hydroxypyridin; dmap; ruthenium trichloride; sodium hydroxide; sodium periodate; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dicyclohexyl-carbodiimide; 1,1'-carbonyldiimidazole; trifluoroacetic acid; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/S0960-894X(98)00748-3