(R)-5-{(2S,3aR,4R,5R,6aS)-5-(tert-Butyl-diphenyl-silanyloxy)-4-[(E)-(S)-3-(tert-butyl-diphenyl-silanyloxy)-oct-1-enyl]-2-methoxy-hexahydro-cyclopenta[b]furan-2-yl}-5-fluoro-pentanoic acid methyl ester

Base Information

Chemical Name:(R)-5-{(2S,3aR,4R,5R,6aS)-5-(tert-Butyl-diphenyl-silanyloxy)-4-[(E)-(S)-3-(tert-butyl-diphenyl-silanyloxy)-oct-1-enyl]-2-methoxy-hexahydro-cyclopenta[b]furan-2-yl}-5-fluoro-pentanoic acid methyl ester
CAS No.:105604-44-2
Molecular Formula:C₅₄H₇₃FO₆Si₂
Molecular Weight:893.339
Hs Code.:

(R)-5-{(2S,3aR,4R,5R,6aS)-5-(tert-Butyl-diphenyl-silanyloxy)-4-[(E)-(S)-3-(tert-butyl-diphenyl-silanyloxy)-oct-1-enyl]-2-methoxy-hexahydro-cyclopenta[b]furan-2-yl}-5-fluoro-pentanoic acid methyl ester

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Chemical Property of (R)-5-{(2S,3aR,4R,5R,6aS)-5-(tert-Butyl-diphenyl-silanyloxy)-4-[(E)-(S)-3-(tert-butyl-diphenyl-silanyloxy)-oct-1-enyl]-2-methoxy-hexahydro-cyclopenta[b]furan-2-yl}-5-fluoro-pentanoic acid methyl ester

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Technology Process of (R)-5-{(2S,3aR,4R,5R,6aS)-5-(tert-Butyl-diphenyl-silanyloxy)-4-[(E)-(S)-3-(tert-butyl-diphenyl-silanyloxy)-oct-1-enyl]-2-methoxy-hexahydro-cyclopenta[b]furan-2-yl}-5-fluoro-pentanoic acid methyl ester

There total 13 articles about (R)-5-{(2S,3aR,4R,5R,6aS)-5-(tert-Butyl-diphenyl-silanyloxy)-4-[(E)-(S)-3-(tert-butyl-diphenyl-silanyloxy)-oct-1-enyl]-2-methoxy-hexahydro-cyclopenta[b]furan-2-yl}-5-fluoro-pentanoic 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:

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

: 105604-44-2
(R)-5-{(2S,3aR,4R,5R,6aS)-5-(tert-Butyl-diphenyl-silanyloxy)-4-[(E)-(S)-3-(tert-butyl-diphenyl-silanyloxy)-oct-1-enyl]-2-methoxy-hexahydro-cyclopenta[b]furan-2-yl}-5-fluoro-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 23 percent / K₂CO₃, FClO₃

2: 74 percent / 2,6-lutidine, magnesium triflate, tert-butyltoluene / 0.17 h / Heating

3: d-10-camphorsulfonic acid / 24 h / Ambient temperature

4: 57 percent / 2,6-lutidine, magnesium triflate, 4-tert-butyltoluene / 0.5 h / Heating

5: pyridinium p-toluenesulfonate / 72 h / Ambient temperature

With 2,6-dimethylpyridine; perchloryl fluoride; 4-tert-butyltoluene; camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; potassium carbonate; magnesium triflate;
DOI:10.1021/jo00382a003

Reference yield:

: 107097-94-9,107097-95-0
methyl 11α,15(S)-bis<<(1,1-dimethylethyl)diphenylsilyl>oxy>-6,9α-epoxy-6-methoxyprost-13(E)-en-1-oate

: 105604-44-2
(R)-5-{(2S,3aR,4R,5R,6aS)-5-(tert-Butyl-diphenyl-silanyloxy)-4-[(E)-(S)-3-(tert-butyl-diphenyl-silanyloxy)-oct-1-enyl]-2-methoxy-hexahydro-cyclopenta[b]furan-2-yl}-5-fluoro-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

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

2: 23 percent / K₂CO₃, FClO₃

3: 74 percent / 2,6-lutidine, magnesium triflate, tert-butyltoluene / 0.17 h / Heating

4: d-10-camphorsulfonic acid / 24 h / Ambient temperature

5: 57 percent / 2,6-lutidine, magnesium triflate, 4-tert-butyltoluene / 0.5 h / Heating

6: pyridinium p-toluenesulfonate / 72 h / Ambient temperature

With α-picoline; 2,6-dimethylpyridine; perchloryl fluoride; 4-tert-butyltoluene; camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; potassium carbonate; magnesium triflate; In toluene;
DOI:10.1021/jo00382a003

Reference yield:

: 33854-16-9
(+)-prostaglandin F_2α

: 105604-44-2
(R)-5-{(2S,3aR,4R,5R,6aS)-5-(tert-Butyl-diphenyl-silanyloxy)-4-[(E)-(S)-3-(tert-butyl-diphenyl-silanyloxy)-oct-1-enyl]-2-methoxy-hexahydro-cyclopenta[b]furan-2-yl}-5-fluoro-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

2: 23 percent / K₂CO₃, FClO₃

3: 74 percent / 2,6-lutidine, magnesium triflate, tert-butyltoluene / 0.17 h / Heating

4: d-10-camphorsulfonic acid / 24 h / Ambient temperature

5: 57 percent / 2,6-lutidine, magnesium triflate, 4-tert-butyltoluene / 0.5 h / Heating

6: pyridinium p-toluenesulfonate / 72 h / Ambient temperature

With 2,6-dimethylpyridine; perchloryl fluoride; 4-tert-butyltoluene; camphor-10-sulfonic acid; pyridinium p-toluenesulfonate; potassium carbonate; magnesium triflate;
DOI:10.1021/jo00382a003