methyl (2E,4S)-4-<<(tert-butyl)dimethylsilyl>oxy>-6-<(4-methoxyphenyl)(diphenyl)methoxy>hex-2-eneoate

Base Information

• Chemical Name: methyl (2E,4S)-4-<<(tert-butyl)dimethylsilyl>oxy>-6-<(4-methoxyphenyl)(diphenyl)methoxy>hex-2-eneoate
• CAS No.: 157918-31-5
• Molecular Formula: C₃₃H₄₂O₅Si
• Molecular Weight: 546.779
• Mol file: 157918-31-5.mol

Synonyms:methyl (2E,4S)-4-<<(tert-butyl)dimethylsilyl>oxy>-6-<(4-methoxyphenyl)(diphenyl)methoxy>hex-2-eneoate

Chemical Property of methyl (2E,4S)-4-<<(tert-butyl)dimethylsilyl>oxy>-6-<(4-methoxyphenyl)(diphenyl)methoxy>hex-2-eneoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2E,4S)-4-<<(tert-butyl)dimethylsilyl>oxy>-6-<(4-methoxyphenyl)(diphenyl)methoxy>hex-2-eneoate

There total 1 articles about methyl (2E,4S)-4-<<(tert-butyl)dimethylsilyl>oxy>-6-<(4-methoxyphenyl)(diphenyl)methoxy>hex-2-eneoate 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: 85.0%

methyl (2E,4S)-4-<<(tert-butyl)dimethylsilyl>oxy>-6-hydroxyhex-2-eneoate (109462-36-4) + mono-4-methoxytrityl chloride (14470-28-1) → methyl (2E,4S)-4-<<(tert-butyl)dimethylsilyl>oxy>-6-<(4-methoxyphenyl)(diphenyl)methoxy>hex-2-eneoate (157918-31-5)

Guidance literature:

With pyridine; for 24h; Ambient temperature;

DOI:10.1002/hlca.19940770323

Reference yield: 90.0%

methyl (2E,4S)-4-<<(tert-butyl)dimethylsilyl>oxy>-6-<(4-methoxyphenyl)(diphenyl)methoxy>hex-2-eneoate (157918-31-5) → (2E,4S)-4-<<(tert-butyl)dimethylsilyl>oxy>-6-<(4-methoxyphenyl)(diphenyl)methoxy>hex-2-en-1-ol (157918-33-7)

Guidance literature:

With diisobutylaluminium hydride; In hexane; at -70 ℃; for 1h;

DOI:10.1002/hlca.19940770323

Reference yield:

methyl (2E,4S)-4-<<(tert-butyl)dimethylsilyl>oxy>-6-<(4-methoxyphenyl)(diphenyl)methoxy>hex-2-eneoate (157918-31-5) → (2SR,3RS,4R)-2,3-epoxy-4-hydroxy-6-<(4-methoxyphenyl)(diphenyl)methoxy>hexyl 2,2-dimethylpropanoate

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / DIBAL / hexane / 1 h / -70 °C

2: 85 percent / pyridine / Ambient temperature

3: 51 percent / Bu₄NF*3H₂O / tetrahydrofuran / 24 h / Ambient temperature

4: 67 percent / t-BuOOH / VO(acac)2 / benzene / 24 h / 50 °C

With pyridine; tert.-butylhydroperoxide; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; bis(acetylacetonate)oxovanadium; In tetrahydrofuran; hexane; benzene;

DOI:10.1002/hlca.19940770323

upstream raw materials:

methyl (2E,4S)-4-<<(tert-butyl)dimethylsilyl>oxy>-6-hydroxyhex-2-eneoate

mono-4-methoxytrityl chloride

Downstream raw materials:

(2E,4S)-4-<<(tert-butyl)dimethylsilyl>oxy>-6-<(4-methoxyphenyl)(diphenyl)methoxy>hex-2-en-1-ol

(2S,4S)-4-<<(tert-butyl)dimethylsilyl>oxy>-6-<(4-methoxyphenyl)(diphenyl)methoxy>hexane-1,2-diol

(2E,4S)-4-hydroxy-6-<(4-methoxyphenyl)(diphenyl)methoxy>hex-2-enyl 2,2-dimethylpropanoate

(2S,4S)-4-<<(tert-butyl)dimethylsilyl>oxy>-2-hydroxy-6-<(4-methoxyphenyl)(diphenyl)methoxy>hexyl 2,2-dimethylpropanoate