(1S,3R,4R,5R)-4-[(E)-(S)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-[(E)-3-(4-methoxy-phenyl)-allyl]-cyclopentane-1,3-diol

Base Information

Chemical Name:(1S,3R,4R,5R)-4-[(E)-(S)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-[(E)-3-(4-methoxy-phenyl)-allyl]-cyclopentane-1,3-diol
CAS No.:87727-97-7
Molecular Formula:C₂₉H₄₈O₄Si
Molecular Weight:488.783
Hs Code.:

Synonyms:(1S,3R,4R,5R)-4-[(E)-(S)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-[(E)-3-(4-methoxy-phenyl)-allyl]-cyclopentane-1,3-diol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,3R,4R,5R)-4-[(E)-(S)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-[(E)-3-(4-methoxy-phenyl)-allyl]-cyclopentane-1,3-diol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (1S,3R,4R,5R)-4-[(E)-(S)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-[(E)-3-(4-methoxy-phenyl)-allyl]-cyclopentane-1,3-diol

There total 9 articles about (1S,3R,4R,5R)-4-[(E)-(S)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-[(E)-3-(4-methoxy-phenyl)-allyl]-cyclopentane-1,3-diol 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:

: 13345-50-1
prostaglandin A₂

: 87727-97-7
(1S,3R,4R,5R)-4-[(E)-(S)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-[(E)-3-(4-methoxy-phenyl)-allyl]-cyclopentane-1,3-diol

Guidance literature:: Multi-step reaction with 8 steps

1: diethyl ether / 0.5 h / 0 - 5 °C

2: imidazole / dimethylformamide / 2 h / Ambient temperature

3: 95 percent / 30percent hydrogen peroxide, 3 M aq. lithium hydroxide / methanol / 5 h / -30 - -25 °C

4: aq. sodium hydrogen carbonate, aluminium amalgam / tetrahydrofuran; methanol / 1.) 10 deg C, 2 h, 2.) room temperature, 4 h

5: 80 percent / K-Selectride / tetrahydrofuran / 5 h / -50 - -45 °C

6: 65 percent / N-methylmorpholine N-oxide dihydrate, water, osmium tetraoxide / 2-methyl-propan-2-ol; acetone / 0.67 h

7: 70 percent / sodium metaperiodate / H₂O; dioxane / 8.5 h / Ambient temperature

8: sodium methylsulphinylmethanide / 1.) DMSO, 20 deg C, 30 min, 2.) room temperature, 36 h

With 1H-imidazole; lithium hydroxide; sodium periodate; osmium(VIII) oxide; aluminium amalgam; water; dihydrogen peroxide; sodium hydrogencarbonate; sodium methylsulfinylmethanide; potassium tri-sec-butyl-borohydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

Reference yield:

: 31753-19-2
(5Z,13E)-15-hydroxy-9-oxoprosta 5,10,13 trien-1-oic acid

: 87727-97-7
(1S,3R,4R,5R)-4-[(E)-(S)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-[(E)-3-(4-methoxy-phenyl)-allyl]-cyclopentane-1,3-diol

Guidance literature:: Multi-step reaction with 7 steps

1: imidazole / dimethylformamide / 2 h / Ambient temperature

2: 95 percent / 30percent hydrogen peroxide, 3 M aq. lithium hydroxide / methanol / 5 h / -30 - -25 °C

3: aq. sodium hydrogen carbonate, aluminium amalgam / tetrahydrofuran; methanol / 1.) 10 deg C, 2 h, 2.) room temperature, 4 h

4: 80 percent / K-Selectride / tetrahydrofuran / 5 h / -50 - -45 °C

5: 65 percent / N-methylmorpholine N-oxide dihydrate, water, osmium tetraoxide / 2-methyl-propan-2-ol; acetone / 0.67 h

6: 70 percent / sodium metaperiodate / H₂O; dioxane / 8.5 h / Ambient temperature

7: sodium methylsulphinylmethanide / 1.) DMSO, 20 deg C, 30 min, 2.) room temperature, 36 h

With 1H-imidazole; lithium hydroxide; sodium periodate; osmium(VIII) oxide; aluminium amalgam; water; dihydrogen peroxide; sodium hydrogencarbonate; sodium methylsulfinylmethanide; potassium tri-sec-butyl-borohydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

Reference yield:

: 53122-04-6
15α-O-t-butyldimethylsilyl-PGA₂ methyl ester

: 87727-97-7
(1S,3R,4R,5R)-4-[(E)-(S)-3-(tert-Butyl-dimethyl-silanyloxy)-oct-1-enyl]-5-[(E)-3-(4-methoxy-phenyl)-allyl]-cyclopentane-1,3-diol

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / 30percent hydrogen peroxide, 3 M aq. lithium hydroxide / methanol / 5 h / -30 - -25 °C

2: aq. sodium hydrogen carbonate, aluminium amalgam / tetrahydrofuran; methanol / 1.) 10 deg C, 2 h, 2.) room temperature, 4 h

3: 80 percent / K-Selectride / tetrahydrofuran / 5 h / -50 - -45 °C

4: 65 percent / N-methylmorpholine N-oxide dihydrate, water, osmium tetraoxide / 2-methyl-propan-2-ol; acetone / 0.67 h

5: 70 percent / sodium metaperiodate / H₂O; dioxane / 8.5 h / Ambient temperature

6: sodium methylsulphinylmethanide / 1.) DMSO, 20 deg C, 30 min, 2.) room temperature, 36 h

With lithium hydroxide; sodium periodate; osmium(VIII) oxide; aluminium amalgam; water; dihydrogen peroxide; sodium hydrogencarbonate; sodium methylsulfinylmethanide; potassium tri-sec-butyl-borohydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; 1,4-dioxane; methanol; water; acetone; tert-butyl alcohol;