(E)-(R)-5-Benzoylsulfanyl-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester

Base Information

• Chemical Name: (E)-(R)-5-Benzoylsulfanyl-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester
• CAS No.: 527745-31-9
• Molecular Formula: C₂₂H₂₄O₅S
• Molecular Weight: 400.496

Synonyms:(E)-(R)-5-Benzoylsulfanyl-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester

Chemical Property of (E)-(R)-5-Benzoylsulfanyl-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester

Chemical Property:

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Technology Process of (E)-(R)-5-Benzoylsulfanyl-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester

There total 2 articles about (E)-(R)-5-Benzoylsulfanyl-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl 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:

benzoic acid (65-85-0,8013-63-6) + (E)-(R)-5-Mercapto-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester (527745-28-4) → (E)-(R)-5-Benzoylsulfanyl-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester (527745-31-9)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In N,N-dimethyl-formamide; at 0 ℃;

DOI:10.1021/ol0342148

Reference yield:

(E)-(R)-5-Acetylsulfanyl-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester → (E)-(R)-5-Benzoylsulfanyl-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester (527745-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Saponification

2: diphenylphosphoryl azide (DPPA); Et₃N / dimethylformamide / 0 °C

With diphenylphosphoranyl azide; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1021/ol0342148

Reference yield:

(E)-(R)-5-Benzoylsulfanyl-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester (527745-31-9) → (E)-(R)-5-Benzoylsulfanyl-4-hydroxy-2-methyl-pent-2-enoic acid methyl ester

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; pH=7;

DOI:10.1021/ol0342148

upstream raw materials:

benzoic acid

(E)-(R)-5-Mercapto-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester

Downstream raw materials:

(E)-(S)-4-Azido-5-benzoylsulfanyl-2-methyl-pent-2-enoic acid methyl ester

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