(E)-(2S,3R)-5-Iodo-2,4-dimethyl-3-triphenylsilanyloxy-pent-4-enoic acid phenyl ester

Base Information

• Chemical Name: (E)-(2S,3R)-5-Iodo-2,4-dimethyl-3-triphenylsilanyloxy-pent-4-enoic acid phenyl ester
• CAS No.: 361525-01-1
• Molecular Formula: C₃₁H₂₉IO₃Si
• Molecular Weight: 604.559
• Mol file: 361525-01-1.mol

Synonyms:(E)-(2S,3R)-5-Iodo-2,4-dimethyl-3-triphenylsilanyloxy-pent-4-enoic acid phenyl ester

Chemical Property of (E)-(2S,3R)-5-Iodo-2,4-dimethyl-3-triphenylsilanyloxy-pent-4-enoic acid phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(2S,3R)-5-Iodo-2,4-dimethyl-3-triphenylsilanyloxy-pent-4-enoic acid phenyl ester

There total 1 articles about (E)-(2S,3R)-5-Iodo-2,4-dimethyl-3-triphenylsilanyloxy-pent-4-enoic acid phenyl 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)-3-Hydroxy-5-iodo-2,4-dimethyl-pent-4-enoic acid phenyl ester + Triphenylsilyl chloride (76-86-8) → (E)-(2S,3R)-5-Iodo-2,4-dimethyl-3-triphenylsilanyloxy-pent-4-enoic acid phenyl ester (361525-01-1)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jo0158128

Reference yield:

1-Methoxy-4-[(1R,2S)-2-methyl-1-((S)-1-methyl-but-2-ynyl)-dodecyloxymethyl]-benzene (361525-06-6) + (E)-(2S,3R)-5-Iodo-2,4-dimethyl-3-triphenylsilanyloxy-pent-4-enoic acid phenyl ester (361525-01-1) → (4E,6E)-(2S,3R,8S,9R,10S)-9-(4-Methoxy-benzyloxy)-2,4,6,8,10-pentamethyl-3-triphenylsilanyloxy-icosa-4,6-dienoic acid phenyl ester

Guidance literature:

1-Methoxy-4-[(1R,2S)-2-methyl-1-((S)-1-methyl-but-2-ynyl)-dodecyloxymethyl]-benzene; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 20 ℃; for 12h;

(E)-(2S,3R)-5-Iodo-2,4-dimethyl-3-triphenylsilanyloxy-pent-4-enoic acid phenyl ester; With potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; water; N,N-dimethyl-formamide; at 65 ℃; for 0.333333h; Further stages.;

DOI:10.1039/b305818b

Reference yield:

(E)-(2S,3R)-5-Iodo-2,4-dimethyl-3-triphenylsilanyloxy-pent-4-enoic acid phenyl ester (361525-01-1) → (E)-(2R,3R)-5-Iodo-2,4-dimethyl-3-triphenylsilanyloxy-pent-4-en-1-ol (361525-02-2)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;

DOI:10.1021/jo0158128

upstream raw materials:

Triphenylsilyl chloride

Downstream raw materials:

(E)-(2R,3R)-5-Iodo-2,4-dimethyl-3-triphenylsilanyloxy-pent-4-en-1-ol

(2R,3R,4E,6E,8S,9R,10S)-2,4,6,8,10-pentamethyl-3-(triphenylsiloxy)-9-(4-methoxybenzyloxy)-4,6-icosadien-1-ol

(4R,5R,6E,8E,10S,11R,12S)-4,6,8,10,12-pentamethyl-5-(triphenylsiloxy)-11-(4-methoxybenzyloxy)-6,8-docosadiene-2-yne

(2E,4R,5R,6E,8E,10S,11R,12S)-2-iodo-4,6,8,10,12-pentamethyl-5-(triphenylsiloxy)-11-(4-methoxybenzyloxy)-2,6,8-docosatriene