(1S,2R,4R,5R,9S,10R,13R,14R,15R,19S,20S)-13-Ethyl-4,14-dihydroxy-17-(4-methoxy-phenyl)-2,4,7,7,10,14,19,20-octamethyl-6,8,12,16,18-pentaoxa-tricyclo[13.3.1.1^5,9]icosan-11-one

Base Information

• Chemical Name: (1S,2R,4R,5R,9S,10R,13R,14R,15R,19S,20S)-13-Ethyl-4,14-dihydroxy-17-(4-methoxy-phenyl)-2,4,7,7,10,14,19,20-octamethyl-6,8,12,16,18-pentaoxa-tricyclo[13.3.1.1^5,9]icosan-11-one
• CAS No.: 128879-58-3
• Molecular Formula: C₃₂H₅₀O₉
• Molecular Weight: 578.744

Synonyms:(1S,2R,4R,5R,9S,10R,13R,14R,15R,19S,20S)-13-Ethyl-4,14-dihydroxy-17-(4-methoxy-phenyl)-2,4,7,7,10,14,19,20-octamethyl-6,8,12,16,18-pentaoxa-tricyclo[13.3.1.1^5,9]icosan-11-one

Chemical Property of (1S,2R,4R,5R,9S,10R,13R,14R,15R,19S,20S)-13-Ethyl-4,14-dihydroxy-17-(4-methoxy-phenyl)-2,4,7,7,10,14,19,20-octamethyl-6,8,12,16,18-pentaoxa-tricyclo[13.3.1.1^5,9]icosan-11-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,4R,5R,9S,10R,13R,14R,15R,19S,20S)-13-Ethyl-4,14-dihydroxy-17-(4-methoxy-phenyl)-2,4,7,7,10,14,19,20-octamethyl-6,8,12,16,18-pentaoxa-tricyclo[13.3.1.1^5,9]icosan-11-one

There total 32 articles about (1S,2R,4R,5R,9S,10R,13R,14R,15R,19S,20S)-13-Ethyl-4,14-dihydroxy-17-(4-methoxy-phenyl)-2,4,7,7,10,14,19,20-octamethyl-6,8,12,16,18-pentaoxa-tricyclo[13.3.1.1^5,9]icosan-11-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:

Acetic acid (4S,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-ylmethyl ester (114114-47-5) → (1S,2R,4R,5R,9S,10R,13R,14R,15R,19S,20S)-13-Ethyl-4,14-dihydroxy-17-(4-methoxy-phenyl)-2,4,7,7,10,14,19,20-octamethyl-6,8,12,16,18-pentaoxa-tricyclo[13.3.1.15,9]icosan-11-one (128879-58-3)

Guidance literature:

Multi-step reaction with 11 steps

1: CH₃ONa / methanol

2: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 40 min, 2.) CH₂Cl₂

3: tetrahydrofuran / 1.) -70 deg C, 2.) room temp., 30 min

4: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 40 min, 2.) CH₂Cl₂

5: 95 percent / K₂CO₃ / methanol / 1 h / Ambient temperature

6: 1.) i-Pr₂NH, 0.85 N n-BuLi/hexane / 1.) THF, -60 deg C, 1 h, 2.) THF, -78 deg C, 2 h

7: NaI, TFAA / acetone / 0.08 h / 0 °C

8: 78 percent / Na, NH₃ (liq.) / diethyl ether / 1 h / -78 °C

9: 1.) O₃, 0.05 percent Sudan IV, 2.) (CH₃)2S / 1.) pyridine, CH₂Cl₂, -78 deg C, 2.) pyridine, CH₂Cl₂, -78 deg C to room temp.

10: 85 percent MCPBA / tetrahydrofuran; various solvent(s) / 0.5 h / Ambient temperature

11: 1.) Ph₃P, bis-(1-isopropyl-4-tert-butylimidazolyl-2-sulfide), 2.) CaCO₃, Hg(OCOCF₃)2 / 1.) toluene, reflux, 20 h, 2.) acetone, water, 5 min

With 1-[{2-methyl-4-(2-methylphenylazo)-phenyl}-azo]-2-naphthalenol; n-butyllithium; oxalyl dichloride; dimethylsulfide; hexane; ammonia; sodium methylate; mercury(II) trifluoroacetate; sodium; potassium carbonate; ozone; dimethyl sulfoxide; triethylamine; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; trifluoroacetic anhydride; calcium carbonate; sodium iodide; bis(4-tert-butyl-1-iso-propyl-1H-imidazol-2-yl)disulfide; In tetrahydrofuran; methanol; diethyl ether; acetone;

DOI:10.1016/S0040-4020(01)81090-5

Reference yield:

(2S,3S,4S,5R)-5-[1,3]Dithiolan-2-yl-3-methyl-hexane-1,2,4-triol → (1S,2R,4R,5R,9S,10R,13R,14R,15R,19S,20S)-13-Ethyl-4,14-dihydroxy-17-(4-methoxy-phenyl)-2,4,7,7,10,14,19,20-octamethyl-6,8,12,16,18-pentaoxa-tricyclo[13.3.1.15,9]icosan-11-one (128879-58-3)

Guidance literature:

Multi-step reaction with 14 steps

1: pyridine / 2 h / -10 °C

2: TsOH*H₂O / acetone / 0.5 h / Ambient temperature

3: 77 percent / CaCO₃, HgCl₂ / acetonitrile; H₂O / 84 h / Ambient temperature

4: benzene / Heating

5: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 40 min, 2.) CH₂Cl₂

6: tetrahydrofuran / 1.) -70 deg C, 2.) room temp., 30 min

7: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 40 min, 2.) CH₂Cl₂

8: 95 percent / K₂CO₃ / methanol / 1 h / Ambient temperature

9: 1.) i-Pr₂NH, 0.85 N n-BuLi/hexane / 1.) THF, -60 deg C, 1 h, 2.) THF, -78 deg C, 2 h

10: NaI, TFAA / acetone / 0.08 h / 0 °C

11: 78 percent / Na, NH₃ (liq.) / diethyl ether / 1 h / -78 °C

12: 1.) O₃, 0.05 percent Sudan IV, 2.) (CH₃)2S / 1.) pyridine, CH₂Cl₂, -78 deg C, 2.) pyridine, CH₂Cl₂, -78 deg C to room temp.

13: 85 percent MCPBA / tetrahydrofuran; various solvent(s) / 0.5 h / Ambient temperature

14: 1.) Ph₃P, bis-(1-isopropyl-4-tert-butylimidazolyl-2-sulfide), 2.) CaCO₃, Hg(OCOCF₃)2 / 1.) toluene, reflux, 20 h, 2.) acetone, water, 5 min

With pyridine; 1-[{2-methyl-4-(2-methylphenylazo)-phenyl}-azo]-2-naphthalenol; n-butyllithium; oxalyl dichloride; dimethylsulfide; hexane; ammonia; mercury(II) trifluoroacetate; sodium; potassium carbonate; toluene-4-sulfonic acid; ozone; dimethyl sulfoxide; triethylamine; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; trifluoroacetic anhydride; calcium carbonate; sodium iodide; mercury dichloride; bis(4-tert-butyl-1-iso-propyl-1H-imidazol-2-yl)disulfide; In tetrahydrofuran; methanol; diethyl ether; water; acetone; acetonitrile; benzene;

DOI:10.1016/S0040-4020(01)81090-5

Reference yield:

Acetic acid (4S,5S,6S)-2,2,5-trimethyl-6-((R)-1-methyl-2-oxo-ethyl)-[1,3]dioxan-4-ylmethyl ester (114114-32-8) → (1S,2R,4R,5R,9S,10R,13R,14R,15R,19S,20S)-13-Ethyl-4,14-dihydroxy-17-(4-methoxy-phenyl)-2,4,7,7,10,14,19,20-octamethyl-6,8,12,16,18-pentaoxa-tricyclo[13.3.1.15,9]icosan-11-one (128879-58-3)

Guidance literature:

Multi-step reaction with 11 steps

1: benzene / Heating

2: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 40 min, 2.) CH₂Cl₂

3: tetrahydrofuran / 1.) -70 deg C, 2.) room temp., 30 min

4: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 40 min, 2.) CH₂Cl₂

5: 95 percent / K₂CO₃ / methanol / 1 h / Ambient temperature

6: 1.) i-Pr₂NH, 0.85 N n-BuLi/hexane / 1.) THF, -60 deg C, 1 h, 2.) THF, -78 deg C, 2 h

7: NaI, TFAA / acetone / 0.08 h / 0 °C

8: 78 percent / Na, NH₃ (liq.) / diethyl ether / 1 h / -78 °C

9: 1.) O₃, 0.05 percent Sudan IV, 2.) (CH₃)2S / 1.) pyridine, CH₂Cl₂, -78 deg C, 2.) pyridine, CH₂Cl₂, -78 deg C to room temp.

10: 85 percent MCPBA / tetrahydrofuran; various solvent(s) / 0.5 h / Ambient temperature

11: 1.) Ph₃P, bis-(1-isopropyl-4-tert-butylimidazolyl-2-sulfide), 2.) CaCO₃, Hg(OCOCF₃)2 / 1.) toluene, reflux, 20 h, 2.) acetone, water, 5 min

With 1-[{2-methyl-4-(2-methylphenylazo)-phenyl}-azo]-2-naphthalenol; n-butyllithium; oxalyl dichloride; dimethylsulfide; hexane; ammonia; mercury(II) trifluoroacetate; sodium; potassium carbonate; ozone; dimethyl sulfoxide; triethylamine; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; trifluoroacetic anhydride; calcium carbonate; sodium iodide; bis(4-tert-butyl-1-iso-propyl-1H-imidazol-2-yl)disulfide; In tetrahydrofuran; methanol; diethyl ether; acetone; benzene;

DOI:10.1016/S0040-4020(01)81090-5

upstream raw materials:

(R)-2-((4S,5S,6R)-6-{(1R,3R)-3-[(2R,4S,5S,6R)-6-((1R,2R)-1,2-Dihydroxy-1-methyl-butyl)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1-hydroxy-1-methyl-butyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-propionic acid

[(4S,5S,6R)-2,2,5-Trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-methanol

(4S,5S,6R)-2,2,5-Trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxane-4-carbaldehyde

Acetic acid (4S,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-ylmethyl ester

Downstream raw materials:

erythronolide A

(1S,2R,5R,6S,7R,8S,9S,10R,12R,13R,17S)-5-Ethyl-6,7,9,12-tetrahydroxy-2,6,8,10,12,17-hexamethyl-15-phenyl-4,14,16-trioxa-bicyclo[11.3.1]heptadecan-3-one

(1S,2R,5R,6S,7R,8R,10R,12R,13R,17S)-5-Ethyl-6,7,12-trihydroxy-2,6,8,10,12,17-hexamethyl-15-phenyl-4,14,16-trioxa-bicyclo[11.3.1]heptadecane-3,9-dione

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 128879-58-3 (1S,2R,4R,5R,9S,10R,13R,14R,15R,19S,20S)-13-Ethyl-4,14-dihydroxy-17-(4-methoxy-phenyl)-2,4,7,7,10,14,19,20-octamethyl-6,8,12,16,18-pentaoxa-tricyclo[13.3.1.1^5,9]icosan-11-one

Send

Send

Metric Ton KG G Pound L ML

Send

Send