(R)-(3E,6S,7S,8R,9Z)-8-((4-methoxybenzyl)oxy)-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-yl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoate

Base Information

• Chemical Name: (R)-(3E,6S,7S,8R,9Z)-8-((4-methoxybenzyl)oxy)-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-yl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoate
• CAS No.: 1447811-36-0
• Molecular Formula: C₄₈H₅₄N₂O₁₀
• Molecular Weight: 818.964

Synonyms:(R)-(3E,6S,7S,8R,9Z)-8-((4-methoxybenzyl)oxy)-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-yl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoate

Chemical Property of (R)-(3E,6S,7S,8R,9Z)-8-((4-methoxybenzyl)oxy)-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-yl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(3E,6S,7S,8R,9Z)-8-((4-methoxybenzyl)oxy)-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-yl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoate

There total 9 articles about (R)-(3E,6S,7S,8R,9Z)-8-((4-methoxybenzyl)oxy)-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-yl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoate 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: 92.0%

(3E,6S,7S,8R,9Z)-8-(4-methoxybenzyloxy)-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-ol (1447811-44-0) + Fmoc-D-alanine anhydride (79990-12-8) → (R)-(3E,6S,7S,8R,9Z)-8-((4-methoxybenzyl)oxy)-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-yl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoate (1447811-36-0)

Guidance literature:

Fmoc-D-alanine anhydride; With dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 25 ℃; for 1h; Inert atmosphere; Molecular sieve;

(3E,6S,7S,8R,9Z)-8-(4-methoxybenzyloxy)-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-ol; With dmap; In tetrahydrofuran; at -78 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ja4061273

Reference yield:

1-(methoxymethoxy)-3-nitro-5-vinylbenzene (1447811-32-6) → (R)-(3E,6S,7S,8R,9Z)-8-((4-methoxybenzyl)oxy)-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-yl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoate (1447811-36-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 25 °C / Inert atmosphere

1.2: 14 h / 0 - 25 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 - 25 °C / Inert atmosphere

3.1: (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); (R)-(+)-5,5′-bis[di(3,5-xylyl)phosphino]-4,4′-bi-1,3-benzodioxole / ethyl acetate / 16 h / 95 °C / Inert atmosphere

3.2: 3 h / 80 °C / Inert atmosphere

4.1: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran; dimethyl sulfoxide / 3 h / 0 - 25 °C / Inert atmosphere

5.1: osmium(VIII) oxide; sodium periodate; 2,6-dimethylpyridine / water; 1,4-dioxane; tert-butyl alcohol / 17.5 h / 25 °C / Inert atmosphere

6.1: dimethylaluminum chloride / dichloromethane; hexane / 0.03 h / -78 °C / Inert atmosphere

6.2: 0.08 h / -78 °C / Inert atmosphere

7.1: dicyclohexyl-carbodiimide / dichloromethane / 1 h / 0 - 25 °C / Inert atmosphere; Molecular sieve

7.2: 3 h / -78 °C / Inert atmosphere

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); (R)-(+)-5,5′-bis[di(3,5-xylyl)phosphino]-4,4′-bi-1,3-benzodioxole; tetrabutyl ammonium fluoride; dimethylaluminum chloride; tetra-(n-butyl)ammonium iodide; sodium hydride; 9-bora-bicyclo[3.3.1]nonane; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; tert-butyl alcohol; 1.2: |Suzuki Coupling;

DOI:10.1021/ja4061273

Reference yield:

(Z)-5-(3-(methoxymethoxy)-5-nitrophenyl)-2-methylpent-2-en-1-ol (1447811-34-8) → (R)-(3E,6S,7S,8R,9Z)-8-((4-methoxybenzyl)oxy)-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-yl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoate (1447811-36-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); (R)-(+)-5,5′-bis[di(3,5-xylyl)phosphino]-4,4′-bi-1,3-benzodioxole / ethyl acetate / 16 h / 95 °C / Inert atmosphere

1.2: 3 h / 80 °C / Inert atmosphere

2.1: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran; dimethyl sulfoxide / 3 h / 0 - 25 °C / Inert atmosphere

3.1: osmium(VIII) oxide; sodium periodate; 2,6-dimethylpyridine / water; 1,4-dioxane; tert-butyl alcohol / 17.5 h / 25 °C / Inert atmosphere

4.1: dimethylaluminum chloride / dichloromethane; hexane / 0.03 h / -78 °C / Inert atmosphere

4.2: 0.08 h / -78 °C / Inert atmosphere

5.1: dicyclohexyl-carbodiimide / dichloromethane / 1 h / 0 - 25 °C / Inert atmosphere; Molecular sieve

5.2: 3 h / -78 °C / Inert atmosphere

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); (R)-(+)-5,5′-bis[di(3,5-xylyl)phosphino]-4,4′-bi-1,3-benzodioxole; dimethylaluminum chloride; tetra-(n-butyl)ammonium iodide; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; tert-butyl alcohol;

DOI:10.1021/ja4061273

upstream raw materials:

3-bromo-5-nitro-phenol

1-(methoxymethoxy)-3-nitro-5-vinylbenzene

(Z)-tert-butyl(5-(3-(methoxymethoxy)-5-nitrophenyl)-2-methylpent-2-enyloxy)dimethylsilane

(Z)-5-(3-(methoxymethoxy)-5-nitrophenyl)-2-methylpent-2-en-1-ol

Downstream raw materials:

(R)-((3E,6S,7S,8R,9Z)-8-(4-methoxybenzyloxy)-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-yl) 2-(cyclohexanecarboxamido)propanoate

(R)-(3E,6S,7R,8R,9Z)-8-hydroxy-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-yl 2-(cyclohexanecarboxamido)propanoate

(R)-(3E,6S,7R,8R,9Z)-8-hydroxy-12-(3-((R,E)-3-methoxyhepta-4,6-dienamido)-5-(methoxymethoxy)phenyl)-7,9-dimethyldodeca-1,3,9-trien-6-yl 2-(cyclohexanecarboxamido)propanoate

(+)-trienomycin A

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 1447811-36-0 (R)-(3E,6S,7S,8R,9Z)-8-((4-methoxybenzyl)oxy)-12-(3-(methoxymethoxy)-5-nitrophenyl)-7,9-dimethyldodeca-1,3,9-trien-6-yl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propanoate

Send

Send

Metric Ton KG G Pound L ML

Send

Send