7-[(1R,2R,3R)-3-Hydroxy-2-((E)-(S)-1-hydroxy-oct-2-enyl)-8,8-diphenyl-6,10-dioxa-spiro[4.5]dec-1-yl]-heptanoic acid methyl ester

Base Information

• Chemical Name: 7-[(1R,2R,3R)-3-Hydroxy-2-((E)-(S)-1-hydroxy-oct-2-enyl)-8,8-diphenyl-6,10-dioxa-spiro[4.5]dec-1-yl]-heptanoic acid methyl ester
• CAS No.: 351194-30-4
• Molecular Formula: C₃₆H₅₀O₆
• Molecular Weight: 578.789
• Mol file: 351194-30-4.mol

Synonyms:7-[(1R,2R,3R)-3-Hydroxy-2-((E)-(S)-1-hydroxy-oct-2-enyl)-8,8-diphenyl-6,10-dioxa-spiro[4.5]dec-1-yl]-heptanoic acid methyl ester

Chemical Property of 7-[(1R,2R,3R)-3-Hydroxy-2-((E)-(S)-1-hydroxy-oct-2-enyl)-8,8-diphenyl-6,10-dioxa-spiro[4.5]dec-1-yl]-heptanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-[(1R,2R,3R)-3-Hydroxy-2-((E)-(S)-1-hydroxy-oct-2-enyl)-8,8-diphenyl-6,10-dioxa-spiro[4.5]dec-1-yl]-heptanoic acid methyl ester

There total 3 articles about 7-[(1R,2R,3R)-3-Hydroxy-2-((E)-(S)-1-hydroxy-oct-2-enyl)-8,8-diphenyl-6,10-dioxa-spiro[4.5]dec-1-yl]-heptanoic 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:

methyl 7-[(1R,2R,3R)-2-[(Z)-3-[dimethyl(phenyl)silyl]-1-hydroxy-2-octenyl]-3-hydroxy-8,8-diphenyl-6,10-dioxaspiro[4.5]dec-1-yl]heptanoate (351194-27-9) → 7-[(1R,2R,3R)-3-Hydroxy-2-((E)-(S)-1-hydroxy-oct-2-enyl)-8,8-diphenyl-6,10-dioxa-spiro[4.5]dec-1-yl]-heptanoic acid methyl ester (351194-30-4)

Guidance literature:

With propanoic acid methyl ester; tetrabutyl ammonium fluoride; In tetrahydrofuran; dimethyl sulfoxide; for 0.333333h; Heating;

DOI:10.1021/jo025987x

Reference yield:

methyl 7-[(1R,2S)-2-{(1R,2Z)-3-[dimethyl(phenyl)silyl]-1-hydroxy-2-octenyl}-3-oxo-8,8-diphenyl-6,10-dioxaspiro[4.5]dec-1-yl]heptanoate (351194-24-6) → 7-[(1R,2R,3R)-3-Hydroxy-2-((E)-(S)-1-hydroxy-oct-2-enyl)-8,8-diphenyl-6,10-dioxa-spiro[4.5]dec-1-yl]-heptanoic acid methyl ester (351194-30-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / Zn(BH₄)2 / diethyl ether / 3 h / -30 °C

2: Bu₄NF / tetrahydrofuran; dimethylsulfoxide; various solvent(s) / 0.33 h / 80 °C

With zinc(II) tetrahydroborate; tetrabutyl ammonium fluoride; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide;

DOI:10.1021/ja015900+

Reference yield:

methyl 7-[2-[3-[dimethyl(phenyl)silyl]-1-hydroxy-(2Z)-octenyl]-3-oxo-8,8-diphenyl-6,10-dioxaspiro[4.5]dec-1-yl]heptanoate → 7-[(1R,2R,3R)-3-Hydroxy-2-((E)-(S)-1-hydroxy-oct-2-enyl)-8,8-diphenyl-6,10-dioxa-spiro[4.5]dec-1-yl]-heptanoic acid methyl ester (351194-30-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Zn(BH₄)2 / diethyl ether / 3 h / -30 °C

2: Bu₄NF; methyl propionate / dimethylsulfoxide; tetrahydrofuran / 0.33 h / Heating

With zinc(II) tetrahydroborate; propanoic acid methyl ester; tetrabutyl ammonium fluoride; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide;

DOI:10.1021/jo025987x

upstream raw materials:

methyl 7-[(1R,2R,3R)-2-[(Z)-3-[dimethyl(phenyl)silyl]-1-hydroxy-2-octenyl]-3-hydroxy-8,8-diphenyl-6,10-dioxaspiro[4.5]dec-1-yl]heptanoate

methyl 7-[(1R,2S)-2-{(1R,2Z)-3-[dimethyl(phenyl)silyl]-1-hydroxy-2-octenyl}-3-oxo-8,8-diphenyl-6,10-dioxaspiro[4.5]dec-1-yl]heptanoate

Downstream raw materials:

methyl 7-[(1R,2R,3R)-3-(acetyloxy)-2-[(1S,2E)-1-(acetyloxy)-2-octenyl]-8,8-diphenyl-6,10-dioxaspiro[4.5]dec-1-yl]-heptanoate

methyl 7-[(1R,2R,3R)-3-(acetyloxy)-2-[(E,3S)-3-(acetyloxy)-1-octenyl]-8,8-diphenyl-6,10-dioxaspiro[4.5]dec-1-yl]-heptanoate

methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(E,3S)-3-hydroxy-1-octenyl]-8,8-diphenyl-6,10-dioxaspiro[4.5]dec-1-yl]-heptanoate

prostaglandin E₁ methyl ester