(E)-(6S,9S,15R)-15-(3-Chloro-4-methoxy-benzyl)-6-isobutyl-9-((E)-(R)-1-methyl-3-phenyl-allyl)-8-oxa-5,14,17-triaza-spiro[2.15]octadec-11-ene-4,7,13,16-tetraone

Base Information

Chemical Name:(E)-(6S,9S,15R)-15-(3-Chloro-4-methoxy-benzyl)-6-isobutyl-9-((E)-(R)-1-methyl-3-phenyl-allyl)-8-oxa-5,14,17-triaza-spiro[2.15]octadec-11-ene-4,7,13,16-tetraone
CAS No.:204376-54-5
Molecular Formula:C₃₆H₄₄ClN₃O₆
Molecular Weight:650.215
Hs Code.:

Synonyms:(E)-(6S,9S,15R)-15-(3-Chloro-4-methoxy-benzyl)-6-isobutyl-9-((E)-(R)-1-methyl-3-phenyl-allyl)-8-oxa-5,14,17-triaza-spiro[2.15]octadec-11-ene-4,7,13,16-tetraone

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Chemical Property of (E)-(6S,9S,15R)-15-(3-Chloro-4-methoxy-benzyl)-6-isobutyl-9-((E)-(R)-1-methyl-3-phenyl-allyl)-8-oxa-5,14,17-triaza-spiro[2.15]octadec-11-ene-4,7,13,16-tetraone

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Technology Process of (E)-(6S,9S,15R)-15-(3-Chloro-4-methoxy-benzyl)-6-isobutyl-9-((E)-(R)-1-methyl-3-phenyl-allyl)-8-oxa-5,14,17-triaza-spiro[2.15]octadec-11-ene-4,7,13,16-tetraone

There total 8 articles about (E)-(6S,9S,15R)-15-(3-Chloro-4-methoxy-benzyl)-6-isobutyl-9-((E)-(R)-1-methyl-3-phenyl-allyl)-8-oxa-5,14,17-triaza-spiro[2.15]octadec-11-ene-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: 82.0%

: 204376-52-3
(S)-2-[(1-Aminomethyl-cyclopropanecarbonyl)-amino]-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-1-carboxy-2-(3-chloro-4-methoxy-phenyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester

: 204376-54-5
(E)-(6S,9S,15R)-15-(3-Chloro-4-methoxy-benzyl)-6-isobutyl-9-((E)-(R)-1-methyl-3-phenyl-allyl)-8-oxa-5,14,17-triaza-spiro[2.15]octadec-11-ene-4,7,13,16-tetraone

Guidance literature:: With N,N-diethyl-N-isopropylamine; pentafluorophenyl diphenyl-phosphinate; In N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(98)00748-3

Reference yield:

: 6914-79-0
1-cyano-cyclopropanecarboxylic acid

: 204376-54-5
(E)-(6S,9S,15R)-15-(3-Chloro-4-methoxy-benzyl)-6-isobutyl-9-((E)-(R)-1-methyl-3-phenyl-allyl)-8-oxa-5,14,17-triaza-spiro[2.15]octadec-11-ene-4,7,13,16-tetraone

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / H₂, HOAc / Pt₂O

2: 93 percent / NaOH / dioxane

3: EDCI, HOBt

4: Zn, AcOH

5: TFA

6: 82 percent / pentafluorophenyl diphenylphosphinate, Et₂N(i-Pr) / dimethylformamide

With sodium hydroxide; N,N-diethyl-N-isopropylamine; pentafluorophenyl diphenyl-phosphinate; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; zinc; Adam’s catalyst; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(98)00748-3

Reference yield:

: 13139-15-6,53296-34-7
N-tert-butoxycarbonyl-L-leucine

: 204376-54-5
(E)-(6S,9S,15R)-15-(3-Chloro-4-methoxy-benzyl)-6-isobutyl-9-((E)-(R)-1-methyl-3-phenyl-allyl)-8-oxa-5,14,17-triaza-spiro[2.15]octadec-11-ene-4,7,13,16-tetraone

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / DCC, DMAP / CH₂Cl₂

2: TFA

3: EDCI, HOBt

4: Zn, AcOH

5: TFA

6: 82 percent / pentafluorophenyl diphenylphosphinate, Et₂N(i-Pr) / dimethylformamide

With dmap; N,N-diethyl-N-isopropylamine; pentafluorophenyl diphenyl-phosphinate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(98)00748-3