methyl 11α,15(S)-bis<<(1,1-dimethylethyl)diphenylsilyl>oxy>-6,9α-epoxyprosta-6,13(E)-dien-1-oate

Base Information

• Chemical Name: methyl 11α,15(S)-bis<<(1,1-dimethylethyl)diphenylsilyl>oxy>-6,9α-epoxyprosta-6,13(E)-dien-1-oate
• CAS No.: 107082-07-5
• Molecular Formula: C₅₃H₇₀O₅Si₂
• Molecular Weight: 843.307
• Mol file: 107082-07-5.mol

Synonyms:

Chemical Property of methyl 11α,15(S)-bis<<(1,1-dimethylethyl)diphenylsilyl>oxy>-6,9α-epoxyprosta-6,13(E)-dien-1-oate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 11α,15(S)-bis<<(1,1-dimethylethyl)diphenylsilyl>oxy>-6,9α-epoxyprosta-6,13(E)-dien-1-oate

There total 4 articles about methyl 11α,15(S)-bis<<(1,1-dimethylethyl)diphenylsilyl>oxy>-6,9α-epoxyprosta-6,13(E)-dien-1-oate 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:

(+)-prostaglandin F2α (33854-16-9) → methyl 11α,15(S)-bis<<(1,1-dimethylethyl)diphenylsilyl>oxy>-6,9α-epoxyprosta-6,13(E)-dien-1-oate (107082-07-5)

Guidance literature:

Multi-step reaction with 3 steps

2: 448 mg / pyridinium p-toluenesulfonate / 0.5 h / 24 °C

3: 2-picoline, magnesium triflate / toluene / 1 h / Heating

With α-picoline; pyridinium p-toluenesulfonate; magnesium triflate; In toluene;

DOI:10.1021/jo00382a003

Reference yield:

methyl 11α,15(S)-bis<<(1,1-dimethylethyl)diphenylsilyl>oxy>-6,9α-epoxyprosta-5(Z),13(E)-dien-1-oate (105604-42-0) → methyl 11α,15(S)-bis<<(1,1-dimethylethyl)diphenylsilyl>oxy>-6,9α-epoxyprosta-6,13(E)-dien-1-oate (107082-07-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 448 mg / pyridinium p-toluenesulfonate / 0.5 h / 24 °C

2: 2-picoline, magnesium triflate / toluene / 1 h / Heating

With α-picoline; pyridinium p-toluenesulfonate; magnesium triflate; In toluene;

DOI:10.1021/jo00382a003

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → methyl 11α,15(S)-bis<<(1,1-dimethylethyl)diphenylsilyl>oxy>-6,9α-epoxyprosta-6,13(E)-dien-1-oate (107082-07-5)

Guidance literature:

Multi-step reaction with 3 steps

2: 448 mg / pyridinium p-toluenesulfonate / 0.5 h / 24 °C

3: 2-picoline, magnesium triflate / toluene / 1 h / Heating

With α-picoline; pyridinium p-toluenesulfonate; magnesium triflate; In toluene;

DOI:10.1021/jo00382a003

upstream raw materials:

methyl 11α,15(S)-bis<<(1,1-dimethylethyl)diphenylsilyl>oxy>-6,9α-epoxy-6-methoxyprost-13(E)-en-1-oate

(+)-prostaglandin F_2α

methyl 11α,15(S)-bis<<(1,1-dimethylethyl)diphenylsilyl>oxy>-6,9α-epoxyprosta-5(Z),13(E)-dien-1-oate

tert-butylchlorodiphenylsilane

Refernces