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

Base Information

• Chemical Name: (E)-(R)-5-Mercapto-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester
• CAS No.: 527745-28-4
• Molecular Formula: C₁₅H₂₀O₄S
• Molecular Weight: 296.387

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

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

Chemical Property:

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

There total 1 articles about (E)-(R)-5-Mercapto-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:

(E)-(R)-5-Acetylsulfanyl-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester → (E)-(R)-5-Mercapto-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester (527745-28-4)

Guidance literature:

Saponification;

DOI:10.1021/ol0342148

Reference yield: 90.0%

(E)-(R)-5-Mercapto-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester (527745-28-4) + (2S,3S,5S,7S)-3-(tert-butyldimethylsilyloxy)-2,5,8,8-tetramethyl-7-(triethylsilyloxy)nonanoic acid → (E)-(R)-5-[(2S,3S,5S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,5,8,8-tetramethyl-7-triethylsilanyloxy-nonanoylsulfanyl]-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester (527745-33-1)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

DOI:10.1021/ol0342148

Reference yield:

N-<(1,1-dimethylethoxy)carbonyl>-O-<(1,1-dimethylethyl)dimethylsilyl>-D-serine (90181-25-2,123254-10-4) + (E)-(R)-5-Mercapto-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester (527745-28-4) → 5-[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propionylsulfanyl]-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester (527745-32-0)

Guidance literature:

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

DOI:10.1021/ol0342148

Downstream raw materials:

5-[2-tert-butoxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propionylsulfanyl]-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

(E)-(R)-5-[(2S,3S,5S,7S)-3-(tert-Butyl-dimethyl-silanyloxy)-2,5,8,8-tetramethyl-7-triethylsilanyloxy-nonanoylsulfanyl]-4-(4-methoxy-benzyloxy)-2-methyl-pent-2-enoic acid methyl ester

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

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