(4Z,7Z)-(S)-3-Acetoxy-10-[(2S,4S,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-8-chloro-4-methyl-deca-4,7-dienoic acid tert-butyl ester

Base Information

Chemical Name:(4Z,7Z)-(S)-3-Acetoxy-10-[(2S,4S,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-8-chloro-4-methyl-deca-4,7-dienoic acid tert-butyl ester
CAS No.:516457-64-0
Molecular Formula:C₃₆H₅₇ClO₈Si
Molecular Weight:681.382
Hs Code.:

(4Z,7Z)-(S)-3-Acetoxy-10-[(2S,4S,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-8-chloro-4-methyl-deca-4,7-dienoic acid tert-butyl ester

Synonyms:(4Z,7Z)-(S)-3-Acetoxy-10-[(2S,4S,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-8-chloro-4-methyl-deca-4,7-dienoic acid tert-butyl ester

Suppliers and Price of (4Z,7Z)-(S)-3-Acetoxy-10-[(2S,4S,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-8-chloro-4-methyl-deca-4,7-dienoic acid tert-butyl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (4Z,7Z)-(S)-3-Acetoxy-10-[(2S,4S,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-8-chloro-4-methyl-deca-4,7-dienoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (4Z,7Z)-(S)-3-Acetoxy-10-[(2S,4S,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-8-chloro-4-methyl-deca-4,7-dienoic acid tert-butyl ester

There total 21 articles about (4Z,7Z)-(S)-3-Acetoxy-10-[(2S,4S,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-8-chloro-4-methyl-deca-4,7-dienoic acid tert-butyl 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: 99.0%

: 108-24-7
acetic anhydride

: 516457-62-8
(4Z,7Z)-(S)-10-[(2S,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-8-chloro-3-hydroxy-4-methyl-deca-4,7-dienoic acid tert-butyl ester

: 516457-64-0
(4Z,7Z)-(S)-3-Acetoxy-10-[(2S,4S,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-8-chloro-4-methyl-deca-4,7-dienoic acid tert-butyl ester

Guidance literature:: In pyridine;
DOI:10.1021/ol0341804

Reference yield:

: 118620-86-3,132437-17-3
(2S,3S)-4-(p-methoxybenzyloxy)-2,3-(isopropylidenedioxy)-butan-1-ol

: 516457-64-0
(4Z,7Z)-(S)-3-Acetoxy-10-[(2S,4S,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-8-chloro-4-methyl-deca-4,7-dienoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 21 steps

1: pyridine

2: NaI; CaCO₃ / acetone

3: 87 percent / n-BuLi / tetrahydrofuran; hexane

4: 58 percent / conc. HCl

5: 99 percent / 1 M HCl / H₂O; tetrahydrofuran

6: acetonitrile

7: NaOMe / methanol

8: 42 percent / imidazole

9: 100 percent / LiAlH₄ / tetrahydrofuran

10: pyridine

11: LiBr / dimethylformamide

12: 68 percent / s-BuLi / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide

13: 45 percent / H₂O; N-chlorosuccinimide / dimethylformamide / 6 h / 50 °C

14: 80 percent / AcOH / tetrahydrofuran; H₂O

15: Dess-Martin periodinane / CH₂Cl₂

16: KHMDS; 18-crown-6 / tetrahydrofuran; toluene

17: 100 percent / DIBAL / toluene

18: Dess-Martin periodinane / CH₂Cl₂

19: t-BuMgCl / tetrahydrofuran

20: 86 percent / Al-Hg / tetrahydrofuran; H₂O

21: 99 percent / pyridine

With pyridine; 1H-imidazole; hydrogenchloride; N-chloro-succinimide; lithium aluminium tetrahydride; n-butyllithium; 18-crown-6 ether; aluminium amalgam; tert-butylmagnesium chloride; water; sec.-butyllithium; sodium methylate; potassium hexamethylsilazane; diisobutylaluminium hydride; Dess-Martin periodane; acetic acid; calcium carbonate; sodium iodide; lithium bromide; In tetrahydrofuran; pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 6: Wittig reaction / 15: Dess-Martin oxidation / 16: Still-modified Horner-Emmons reaction / 18: Dess-Martin oxidation;
DOI:10.1021/ol0341804

Reference yield:

: Toluene-4-sulfonic acid (4S,5S)-5-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

: 516457-64-0
(4Z,7Z)-(S)-3-Acetoxy-10-[(2S,4S,5S)-4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxymethyl)-tetrahydro-furan-2-yl]-8-chloro-4-methyl-deca-4,7-dienoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 20 steps

1: NaI; CaCO₃ / acetone

2: 87 percent / n-BuLi / tetrahydrofuran; hexane

3: 58 percent / conc. HCl

4: 99 percent / 1 M HCl / H₂O; tetrahydrofuran

5: acetonitrile

6: NaOMe / methanol

7: 42 percent / imidazole

8: 100 percent / LiAlH₄ / tetrahydrofuran

9: pyridine

10: LiBr / dimethylformamide

11: 68 percent / s-BuLi / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide

12: 45 percent / H₂O; N-chlorosuccinimide / dimethylformamide / 6 h / 50 °C

13: 80 percent / AcOH / tetrahydrofuran; H₂O

14: Dess-Martin periodinane / CH₂Cl₂

15: KHMDS; 18-crown-6 / tetrahydrofuran; toluene

16: 100 percent / DIBAL / toluene

17: Dess-Martin periodinane / CH₂Cl₂

18: t-BuMgCl / tetrahydrofuran

19: 86 percent / Al-Hg / tetrahydrofuran; H₂O

20: 99 percent / pyridine

With pyridine; 1H-imidazole; hydrogenchloride; N-chloro-succinimide; lithium aluminium tetrahydride; n-butyllithium; 18-crown-6 ether; aluminium amalgam; tert-butylmagnesium chloride; water; sec.-butyllithium; sodium methylate; potassium hexamethylsilazane; diisobutylaluminium hydride; Dess-Martin periodane; acetic acid; calcium carbonate; sodium iodide; lithium bromide; In tetrahydrofuran; pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 5: Wittig reaction / 14: Dess-Martin oxidation / 15: Still-modified Horner-Emmons reaction / 17: Dess-Martin oxidation;
DOI:10.1021/ol0341804