(S)-3-[(R)-9-{(2R,5S)-5-[(1S,4S)-4-((2S,5R,6S)-5-Benzyloxy-6-decyl-tetrahydro-pyran-2-yl)-4-hydroxy-1-methoxymethoxy-butyl]-tetrahydro-furan-2-yl}-2-(4-methoxy-benzyloxy)-nonyl]-5-methyl-5H-furan-2-one

Base Information

Chemical Name:(S)-3-[(R)-9-{(2R,5S)-5-[(1S,4S)-4-((2S,5R,6S)-5-Benzyloxy-6-decyl-tetrahydro-pyran-2-yl)-4-hydroxy-1-methoxymethoxy-butyl]-tetrahydro-furan-2-yl}-2-(4-methoxy-benzyloxy)-nonyl]-5-methyl-5H-furan-2-one
CAS No.:892557-92-5
Molecular Formula:C₅₄H₈₄O₁₀
Molecular Weight:893.255
Hs Code.:

(S)-3-[(R)-9-{(2R,5S)-5-[(1S,4S)-4-((2S,5R,6S)-5-Benzyloxy-6-decyl-tetrahydro-pyran-2-yl)-4-hydroxy-1-methoxymethoxy-butyl]-tetrahydro-furan-2-yl}-2-(4-methoxy-benzyloxy)-nonyl]-5-methyl-5H-furan-2-one

Synonyms:(S)-3-[(R)-9-{(2R,5S)-5-[(1S,4S)-4-((2S,5R,6S)-5-Benzyloxy-6-decyl-tetrahydro-pyran-2-yl)-4-hydroxy-1-methoxymethoxy-butyl]-tetrahydro-furan-2-yl}-2-(4-methoxy-benzyloxy)-nonyl]-5-methyl-5H-furan-2-one

Suppliers and Price of (S)-3-[(R)-9-{(2R,5S)-5-[(1S,4S)-4-((2S,5R,6S)-5-Benzyloxy-6-decyl-tetrahydro-pyran-2-yl)-4-hydroxy-1-methoxymethoxy-butyl]-tetrahydro-furan-2-yl}-2-(4-methoxy-benzyloxy)-nonyl]-5-methyl-5H-furan-2-one

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 (S)-3-[(R)-9-{(2R,5S)-5-[(1S,4S)-4-((2S,5R,6S)-5-Benzyloxy-6-decyl-tetrahydro-pyran-2-yl)-4-hydroxy-1-methoxymethoxy-butyl]-tetrahydro-furan-2-yl}-2-(4-methoxy-benzyloxy)-nonyl]-5-methyl-5H-furan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (S)-3-[(R)-9-{(2R,5S)-5-[(1S,4S)-4-((2S,5R,6S)-5-Benzyloxy-6-decyl-tetrahydro-pyran-2-yl)-4-hydroxy-1-methoxymethoxy-butyl]-tetrahydro-furan-2-yl}-2-(4-methoxy-benzyloxy)-nonyl]-5-methyl-5H-furan-2-one

There total 30 articles about (S)-3-[(R)-9-{(2R,5S)-5-[(1S,4S)-4-((2S,5R,6S)-5-Benzyloxy-6-decyl-tetrahydro-pyran-2-yl)-4-hydroxy-1-methoxymethoxy-butyl]-tetrahydro-furan-2-yl}-2-(4-methoxy-benzyloxy)-nonyl]-5-methyl-5H-furan-2-one 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: 77.0%

: (S)-3-[(E)-(S)-9-{(2R,5S)-5-[(E)-(1S,4S)-4-((2S,5R,6S)-5-Benzyloxy-6-decyl-5,6-dihydro-2H-pyran-2-yl)-4-hydroxy-1-methoxymethoxy-but-2-enyl]-2,5-dihydro-furan-2-yl}-2-(4-methoxy-benzyloxy)-non-3-en-5-ynyl]-5-methyl-5H-furan-2-one

: 892557-92-5
(S)-3-[(R)-9-{(2R,5S)-5-[(1S,4S)-4-((2S,5R,6S)-5-Benzyloxy-6-decyl-tetrahydro-pyran-2-yl)-4-hydroxy-1-methoxymethoxy-butyl]-tetrahydro-furan-2-yl}-2-(4-methoxy-benzyloxy)-nonyl]-5-methyl-5H-furan-2-one

Guidance literature:: With sodium acetate; toluene-4-sulfonic acid hydrazide; In 1,2-dimethoxyethane; water; for 4h; Heating;
DOI:10.1021/ol060704z

Reference yield:

: 892557-87-8
(S)-1-[(2S,5R)-5-(5-Triisopropylsilanyl-pent-4-ynyl)-2,5-dihydro-furan-2-yl]-prop-2-en-1-ol

: 892557-92-5
(S)-3-[(R)-9-{(2R,5S)-5-[(1S,4S)-4-((2S,5R,6S)-5-Benzyloxy-6-decyl-tetrahydro-pyran-2-yl)-4-hydroxy-1-methoxymethoxy-butyl]-tetrahydro-furan-2-yl}-2-(4-methoxy-benzyloxy)-nonyl]-5-methyl-5H-furan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / N,N-diisopropylethylamine; 4-(dimethylamino)-pyridine / CH₂Cl₂ / 0 - 20 °C

2: 68 percent / [Cl₂(IMes)Ru=CH-o-Oi-PrC₆H₄] / CH₂Cl₂ / 17 h / Heating

3: 87 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

4: 82 percent / triethylamine / bis(triphenylphosphine)palladium(II) dichloride; copper(I) iodide / 0 - 20 °C

5: 77 percent / p-toluenesulfonyl hydrazide; sodium acetate / 1,2-dimethoxy-ethane; H₂O / 4 h / Heating

With dmap; tetrabutyl ammonium fluoride; sodium acetate; triethylamine; N-ethyl-N,N-diisopropylamine; toluene-4-sulfonic acid hydrazide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; [Cl₂(IMes)Ru=CH-o-Oi-PrC₆H₄]; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; 4: Sonogashira coupling;
DOI:10.1021/ol060704z

Reference yield:

: 2-((S)-(R)-1-Oxiranyl-undecyloxy)-tetrahydro-pyran

: 892557-92-5
(S)-3-[(R)-9-{(2R,5S)-5-[(1S,4S)-4-((2S,5R,6S)-5-Benzyloxy-6-decyl-tetrahydro-pyran-2-yl)-4-hydroxy-1-methoxymethoxy-butyl]-tetrahydro-furan-2-yl}-2-(4-methoxy-benzyloxy)-nonyl]-5-methyl-5H-furan-2-one

Guidance literature:: Multi-step reaction with 17 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -15 °C

1.2: 96 percent / tetrahydrofuran; hexane / 2 h / -15 - 25 °C

2.1: NaH; tetrabutylammonium iodide / tetrahydrofuran / 0 - 20 °C

3.1: 3.573 g / MeOH; p-toluenesulfonic acid / CH₂Cl₂ / 0 - 20 °C

4.1: 86 percent / NaH / tetrahydrofuran; dimethylformamide / 2.5 h / 0 - 20 °C

5.1: triethylamine / tetrahydrofuran / 1.17 h / -78 - 0 °C

6.1: 303 mg / n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

7.1: TiCl₄; N,N-diisopropylethylamine / CH₂Cl₂ / 5 h / -78 - -45 °C

7.2: 77 percent / N-methyl-2-pyrrolidinone / CH₂Cl₂ / 4 h / -78 - -40 °C

8.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

9.1: 95 percent / lithium borohydride; MeOH / diethyl ether; tetrahydrofuran / 2 h / 0 °C

10.1: oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / 2.5 h / -78 - 0 °C

11.1: potassium t-butoxide / tetrahydrofuran; toluene / 1 h / 0 °C

11.2: 83 percent / tetrahydrofuran; toluene / 2 h / 0 °C

12.1: [Cl₂(PCy₃)(IMes)Ru=CHPh] / benzene / 2 h / 80 °C

13.1: 113 mg / p-toluenesulfonic acid; MeOH / benzene; CH₂Cl₂ / 2 h / 20 °C

14.1: 68 percent / [Cl₂(IMes)Ru=CH-o-Oi-PrC₆H₄] / CH₂Cl₂ / 17 h / Heating

15.1: 87 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

16.1: 82 percent / triethylamine / bis(triphenylphosphine)palladium(II) dichloride; copper(I) iodide / 0 - 20 °C

17.1: 77 percent / p-toluenesulfonyl hydrazide; sodium acetate / 1,2-dimethoxy-ethane; H₂O / 4 h / Heating

With 2,6-dimethylpyridine; methanol; lithium borohydride; n-butyllithium; oxalyl dichloride; potassium tert-butylate; tetrabutyl ammonium fluoride; sodium acetate; titanium tetrachloride; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; toluene-4-sulfonic acid hydrazide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; [Cl₂(IMes)Ru=CH-o-Oi-PrC₆H₄]; [Cl₂(PCy₃)(IMes)Ru=CHPh]; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene; 10.1: Swern oxidation / 11.2: Wittig reaction / 16.1: Sonogashira coupling;
DOI:10.1021/ol060704z