(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

Base Information

• Chemical Name: (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
• CAS No.: 204376-52-3
• Molecular Formula: C₃₆H₄₆ClN₃O₇
• Molecular Weight: 668.23

Synonyms:(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

Chemical Property of (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

Chemical Property:

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Technology Process of (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

There total 9 articles about (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 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-cyano-cyclopropanecarboxylic acid (6914-79-0) → (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 (204376-52-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / H₂, HOAc / Pt₂O

2: 93 percent / NaOH / dioxane

3: EDCI, HOBt

4: Zn, AcOH

5: TFA

With sodium hydroxide; hydrogen; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; zinc; Adam’s catalyst; In 1,4-dioxane;

DOI:10.1016/S0960-894X(98)00748-3

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → (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 (204376-52-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / DCC, DMAP / CH₂Cl₂

2: TFA

3: EDCI, HOBt

4: Zn, AcOH

5: TFA

With dmap; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; In dichloromethane;

DOI:10.1016/S0960-894X(98)00748-3

Reference yield:

(R)-3-(3-Chloro-4-methoxy-phenyl)-2-((2E,7E)-(5S,6R)-5-hydroxy-6-methyl-8-phenyl-octa-2,7-dienoylamino)-propionic acid 2,2,2-trichloro-ethyl ester (162599-95-3) → (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 (204376-52-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / DCC, DMAP / CH₂Cl₂

2: TFA

3: EDCI, HOBt

4: Zn, AcOH

5: TFA

With dmap; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; In dichloromethane;

DOI:10.1016/S0960-894X(98)00748-3

upstream raw materials:

N-tert-butoxycarbonyl-L-leucine

1-cyano-cyclopropanecarboxylic acid

(R)-3-(3-Chloro-4-methoxy-phenyl)-2-((2E,7E)-(5S,6R)-5-hydroxy-6-methyl-8-phenyl-octa-2,7-dienoylamino)-propionic acid 2,2,2-trichloro-ethyl ester

(S)-2-Amino-4-methyl-pentanoic acid (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-enyl ester

Downstream raw materials:

(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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