[4-{(S)-2-Acetylamino-2-[(S)-1-(3-carbamoyl-4-cyclohexylmethoxy-phenyl)-ethylcarbamoyl]-ethyl}-2-(diethoxy-phosphoryl)-phenoxy]-acetic acid tert-butyl ester

Base Information

• Chemical Name: [4-{(S)-2-Acetylamino-2-[(S)-1-(3-carbamoyl-4-cyclohexylmethoxy-phenyl)-ethylcarbamoyl]-ethyl}-2-(diethoxy-phosphoryl)-phenoxy]-acetic acid tert-butyl ester
• CAS No.: 381213-59-8
• Molecular Formula: C₃₇H₅₄N₃O₁₀P
• Molecular Weight: 731.824

Synonyms:

Chemical Property of [4-{(S)-2-Acetylamino-2-[(S)-1-(3-carbamoyl-4-cyclohexylmethoxy-phenyl)-ethylcarbamoyl]-ethyl}-2-(diethoxy-phosphoryl)-phenoxy]-acetic acid tert-butyl ester

Chemical Property:

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Technology Process of [4-{(S)-2-Acetylamino-2-[(S)-1-(3-carbamoyl-4-cyclohexylmethoxy-phenyl)-ethylcarbamoyl]-ethyl}-2-(diethoxy-phosphoryl)-phenoxy]-acetic acid tert-butyl ester

There total 9 articles about [4-{(S)-2-Acetylamino-2-[(S)-1-(3-carbamoyl-4-cyclohexylmethoxy-phenyl)-ethylcarbamoyl]-ethyl}-2-(diethoxy-phosphoryl)-phenoxy]-acetic acid tert-butyl 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:

(2-hydroxy-phenyl)-phosphonic acid diethyl ester (69646-14-6) → [4-{(S)-2-Acetylamino-2-[(S)-1-(3-carbamoyl-4-cyclohexylmethoxy-phenyl)-ethylcarbamoyl]-ethyl}-2-(diethoxy-phosphoryl)-phenoxy]-acetic acid tert-butyl ester (381213-59-8)

Guidance literature:

Multi-step reaction with 9 steps

1: 73 percent / NaI; chloramine-T / dimethylformamide

2: 91 percent / Cs₂CO₃ / acetonitrile

3: 63 percent / (PhCN)2PdCl₂(o-tol)3P; DMA / tetrahydrofuran

4: H₂ / Pd/C

5: LiOH

6: EDC; 1-hydroxy-7-azabenzotriazole; NMM

7: TFA / CH₂Cl₂

8: NMM

9: Cs₂CO₃ / acetonitrile

With 4-methyl-morpholine; lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; (PhCN)2PdCl₂(o-tol)3P; hydrogen; chloroamine-T; 2,4-dichlorophenoxyacetic acid dimethylamine; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0960-894X(01)00446-2

Reference yield:

(2-hydroxy-5-iodo-phenyl)-phosphonic acid diethyl ester (268741-89-5) → [4-{(S)-2-Acetylamino-2-[(S)-1-(3-carbamoyl-4-cyclohexylmethoxy-phenyl)-ethylcarbamoyl]-ethyl}-2-(diethoxy-phosphoryl)-phenoxy]-acetic acid tert-butyl ester (381213-59-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 91 percent / Cs₂CO₃ / acetonitrile

2: 63 percent / (PhCN)2PdCl₂(o-tol)3P; DMA / tetrahydrofuran

3: H₂ / Pd/C

4: LiOH

5: EDC; 1-hydroxy-7-azabenzotriazole; NMM

6: TFA / CH₂Cl₂

7: NMM

8: Cs₂CO₃ / acetonitrile

With 4-methyl-morpholine; lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; (PhCN)2PdCl₂(o-tol)3P; hydrogen; 2,4-dichlorophenoxyacetic acid dimethylamine; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1016/S0960-894X(01)00446-2

Reference yield:

(2-benzyloxy-5-iodo-phenyl)-phosphonic acid diethyl ester (381213-55-4) → [4-{(S)-2-Acetylamino-2-[(S)-1-(3-carbamoyl-4-cyclohexylmethoxy-phenyl)-ethylcarbamoyl]-ethyl}-2-(diethoxy-phosphoryl)-phenoxy]-acetic acid tert-butyl ester (381213-59-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 63 percent / (PhCN)2PdCl₂(o-tol)3P; DMA / tetrahydrofuran

2: H₂ / Pd/C

3: LiOH

4: EDC; 1-hydroxy-7-azabenzotriazole; NMM

5: TFA / CH₂Cl₂

6: NMM

7: Cs₂CO₃ / acetonitrile

With 4-methyl-morpholine; lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; (PhCN)2PdCl₂(o-tol)3P; hydrogen; 2,4-dichlorophenoxyacetic acid dimethylamine; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1016/S0960-894X(01)00446-2

upstream raw materials:

bromoacetic acid tert-butyl ester

(5-{(S)-2-Acetylamino-2-[(S)-1-(3-carbamoyl-4-cyclohexylmethoxy-phenyl)-ethylcarbamoyl]-ethyl}-2-hydroxy-phenyl)-phosphonic acid diethyl ester

(2-hydroxy-phenyl)-phosphonic acid diethyl ester

(2-hydroxy-5-iodo-phenyl)-phosphonic acid diethyl ester

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