(Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-[(2S,4R,5S)-4-hydroxy-5-((E)-3-hydroxy-oct-1-enyl)-tetrahydro-furan-2-yl]-oct-5-enoic acid methyl ester

Base Information

Chemical Name:(Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-[(2S,4R,5S)-4-hydroxy-5-((E)-3-hydroxy-oct-1-enyl)-tetrahydro-furan-2-yl]-oct-5-enoic acid methyl ester
CAS No.:74581-67-2
Molecular Formula:C₃₇H₅₄O₆Si
Molecular Weight:622.918
Hs Code.:

(Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-[(2S,4R,5S)-4-hydroxy-5-((E)-3-hydroxy-oct-1-enyl)-tetrahydro-furan-2-yl]-oct-5-enoic acid methyl ester

Synonyms:

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Chemical Property of (Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-[(2S,4R,5S)-4-hydroxy-5-((E)-3-hydroxy-oct-1-enyl)-tetrahydro-furan-2-yl]-oct-5-enoic acid methyl ester

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Technology Process of (Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-[(2S,4R,5S)-4-hydroxy-5-((E)-3-hydroxy-oct-1-enyl)-tetrahydro-furan-2-yl]-oct-5-enoic acid methyl ester

There total 12 articles about (Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-[(2S,4R,5S)-4-hydroxy-5-((E)-3-hydroxy-oct-1-enyl)-tetrahydro-furan-2-yl]-oct-5-enoic 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:

: 74581-60-5
1-nitro-octan-3-one ethylene ketal

: 74581-67-2,80126-60-9,80126-61-0
(Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-[(2S,4R,5S)-4-hydroxy-5-((E)-3-hydroxy-oct-1-enyl)-tetrahydro-furan-2-yl]-oct-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: di-isopropylamine / dimethylformamide / 18 h

2: 4-Me₂N-pyridine

3: K₂CO₃, 18-crown-6 / benzene / 4 h / 75 °C

4: NH₄Cl / methanol / 2 h / 20 °C

5: triethylamine / tetrahydrofuran / 18 h / 20 °C

6: TsOH / acetone / 18 h / 20 °C

7: triethylamine / CHCl₃ / 18 h / 20 °C

8: sodium borohydride

With dmap; sodium tetrahydroborate; 18-crown-6 ether; potassium carbonate; ammonium chloride; toluene-4-sulfonic acid; triethylamine; diisopropylamine; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/S0040-4039(00)78823-X

Reference yield:

: 74581-57-0
(Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-((3aR,5S,6aR)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-oct-5-enoic acid methyl ester

: 74581-67-2,80126-60-9,80126-61-0
(Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-[(2S,4R,5S)-4-hydroxy-5-((E)-3-hydroxy-oct-1-enyl)-tetrahydro-furan-2-yl]-oct-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: ZnCl₂ / -10 °C

2: TsOH / acetone

3: HgO/HgCl₂ / acetone; H₂O

4: di-isopropylamine / dimethylformamide / 18 h

5: 4-Me₂N-pyridine

6: K₂CO₃, 18-crown-6 / benzene / 4 h / 75 °C

7: NH₄Cl / methanol / 2 h / 20 °C

8: triethylamine / tetrahydrofuran / 18 h / 20 °C

9: TsOH / acetone / 18 h / 20 °C

10: triethylamine / CHCl₃ / 18 h / 20 °C

11: sodium borohydride

With dmap; sodium tetrahydroborate; 18-crown-6 ether; potassium carbonate; ammonium chloride; toluene-4-sulfonic acid; triethylamine; mercury dichloride; mercury(II) oxide; zinc(II) chloride; diisopropylamine; In tetrahydrofuran; methanol; chloroform; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/S0040-4039(00)78823-X

Reference yield:

: 74581-59-2
methyl 8R-tert-butyldiphenylsilyloxy-9S,11R-dihydroxy-9,11-O-isopropylidene-12-oxo-dodeca-5Z-enoate

: 74581-67-2,80126-60-9,80126-61-0
(Z)-(R)-8-(tert-Butyl-diphenyl-silanyloxy)-8-[(2S,4R,5S)-4-hydroxy-5-((E)-3-hydroxy-oct-1-enyl)-tetrahydro-furan-2-yl]-oct-5-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: di-isopropylamine / dimethylformamide / 18 h

2: 4-Me₂N-pyridine

3: K₂CO₃, 18-crown-6 / benzene / 4 h / 75 °C

4: NH₄Cl / methanol / 2 h / 20 °C

5: triethylamine / tetrahydrofuran / 18 h / 20 °C

6: TsOH / acetone / 18 h / 20 °C

7: triethylamine / CHCl₃ / 18 h / 20 °C

8: sodium borohydride

With dmap; sodium tetrahydroborate; 18-crown-6 ether; potassium carbonate; ammonium chloride; toluene-4-sulfonic acid; triethylamine; diisopropylamine; In tetrahydrofuran; methanol; chloroform; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/S0040-4039(00)78823-X