(E)-(5R,11S,14S,16aS)-5-(3-Chloro-4-methoxy-benzyl)-14-isobutyl-11-((E)-(R)-1-methyl-3-phenyl-allyl)-1,2,3,5,6,10,11,16a-octahydro-12,15-dioxa-3a,6-diaza-cyclopentacyclopentadecene-4,7,13,16-tetraone

Base Information

• Chemical Name: (E)-(5R,11S,14S,16aS)-5-(3-Chloro-4-methoxy-benzyl)-14-isobutyl-11-((E)-(R)-1-methyl-3-phenyl-allyl)-1,2,3,5,6,10,11,16a-octahydro-12,15-dioxa-3a,6-diaza-cyclopentacyclopentadecene-4,7,13,16-tetraone
• CAS No.: 220761-31-9
• Molecular Formula: C₃₆H₄₃ClN₂O₇
• Molecular Weight: 651.2

Synonyms:

Chemical Property of (E)-(5R,11S,14S,16aS)-5-(3-Chloro-4-methoxy-benzyl)-14-isobutyl-11-((E)-(R)-1-methyl-3-phenyl-allyl)-1,2,3,5,6,10,11,16a-octahydro-12,15-dioxa-3a,6-diaza-cyclopentacyclopentadecene-4,7,13,16-tetraone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(5R,11S,14S,16aS)-5-(3-Chloro-4-methoxy-benzyl)-14-isobutyl-11-((E)-(R)-1-methyl-3-phenyl-allyl)-1,2,3,5,6,10,11,16a-octahydro-12,15-dioxa-3a,6-diaza-cyclopentacyclopentadecene-4,7,13,16-tetraone

There total 5 articles about (E)-(5R,11S,14S,16aS)-5-(3-Chloro-4-methoxy-benzyl)-14-isobutyl-11-((E)-(R)-1-methyl-3-phenyl-allyl)-1,2,3,5,6,10,11,16a-octahydro-12,15-dioxa-3a,6-diaza-cyclopentacyclopentadecene-4,7,13,16-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:

(S)-Pyrrolidine-2-carboxylic acid (S)-1-((E)-(1S,2R)-1-{(E)-3-[(R)-1-carboxy-2-(3-chloro-4-methoxy-phenyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyloxycarbonyl)-3-methyl-butyl ester (220761-28-4) → (E)-(5R,11S,14S,16aS)-5-(3-Chloro-4-methoxy-benzyl)-14-isobutyl-11-((E)-(R)-1-methyl-3-phenyl-allyl)-1,2,3,5,6,10,11,16a-octahydro-12,15-dioxa-3a,6-diaza-cyclopentacyclopentadecene-4,7,13,16-tetraone (220761-31-9)

Guidance literature:

With pentafluorophenyl diphenyl-phosphinate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 ℃;

DOI:10.1016/S0960-894X(98)00682-9

Reference yield:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → (E)-(5R,11S,14S,16aS)-5-(3-Chloro-4-methoxy-benzyl)-14-isobutyl-11-((E)-(R)-1-methyl-3-phenyl-allyl)-1,2,3,5,6,10,11,16a-octahydro-12,15-dioxa-3a,6-diaza-cyclopentacyclopentadecene-4,7,13,16-tetraone (220761-31-9)

Guidance literature:

Multi-step reaction with 6 steps

1: DCC, DMAP / CH₂Cl₂ / 0 - 25 °C

2: Pd(PPh₃)4, N-methylmorpholine / tetrahydrofuran / 25 °C

3: DCC, DMAP / CH₂Cl₂ / 0 - 25 °C

4: Zn, AcOH

5: TFA / 25 °C

6: FDPP, DIEA / dimethylformamide / 25 °C

With 4-methyl-morpholine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; pentafluorophenyl diphenyl-phosphinate; acetic acid; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00682-9

Reference yield:

allyl (2S)-2-Hydroxy-4-methylpentanoate (162465-33-0) → (E)-(5R,11S,14S,16aS)-5-(3-Chloro-4-methoxy-benzyl)-14-isobutyl-11-((E)-(R)-1-methyl-3-phenyl-allyl)-1,2,3,5,6,10,11,16a-octahydro-12,15-dioxa-3a,6-diaza-cyclopentacyclopentadecene-4,7,13,16-tetraone (220761-31-9)

Guidance literature:

Multi-step reaction with 6 steps

1: DCC, DMAP / CH₂Cl₂ / 0 - 25 °C

2: Pd(PPh₃)4, N-methylmorpholine / tetrahydrofuran / 25 °C

3: DCC, DMAP / CH₂Cl₂ / 0 - 25 °C

4: Zn, AcOH

5: TFA / 25 °C

6: FDPP, DIEA / dimethylformamide / 25 °C

With 4-methyl-morpholine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; pentafluorophenyl diphenyl-phosphinate; acetic acid; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(98)00682-9

upstream raw materials:

(S)-Pyrrolidine-2-carboxylic acid (S)-1-((E)-(1S,2R)-1-{(E)-3-[(R)-1-carboxy-2-(3-chloro-4-methoxy-phenyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyloxycarbonyl)-3-methyl-butyl ester

1-(tert-butoxycarbonyl)-L-proline

allyl (2S)-2-Hydroxy-4-methylpentanoate

(S)-Pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-((S)-1-carboxy-3-methyl-butyl) ester

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