C₄₄H₅₇N₃O₇Si

Base Information

• Chemical Name: C₄₄H₅₇N₃O₇Si
• CAS No.: 318279-50-4
• Molecular Formula: C₄₄H₅₇N₃O₇Si
• Molecular Weight: 768.038
• Mol file: 318279-50-4.mol

Synonyms:

Chemical Property of C₄₄H₅₇N₃O₇Si

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₄₄H₅₇N₃O₇Si

There total 24 articles about C₄₄H₅₇N₃O₇Si 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:

(R)-((3R,4R,E)-7-((S,2E,4E)-6-(tert-butyldiphenylsilyloxy)-4-methyl-8-oxoocta-2,4-dienylamino)-2,4-dimethyl-7-oxohept-5-en-3-yl) 1-(2-(chloromethyl)oxazole-4-carbonyl)pyrrolidine-2-carboxylate (1246937-61-0) → C44H57N3O7Si (318279-50-4) + C44H57N3O7Si (1346661-79-7)

Guidance literature:

(R)-((3R,4R,E)-7-((S,2E,4E)-6-(tert-butyldiphenylsilyloxy)-4-methyl-8-oxoocta-2,4-dienylamino)-2,4-dimethyl-7-oxohept-5-en-3-yl) 1-(2-(chloromethyl)oxazole-4-carbonyl)pyrrolidine-2-carboxylate; With samarium diiodide; In tetrahydrofuran; benzene; at 20 ℃; for 4h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water; benzene; for 0.25h;

DOI:10.1021/jo202119p

Reference yield:

(4R,5R,E)-methyl 5-(benzyloxy)-4,6-dimethylhept-2-enoate (1346661-61-7) → C44H57N3O7Si (318279-50-4) + C44H57N3O7Si (1346661-79-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone

2.1: trimethylaluminum / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2.2: 5 h / Inert atmosphere; Reflux

3.1: triisopropoxytitanium(IV) chloride; n-butyllithium; cyclopentylmagnesium chloride / diethyl ether / -78 - -30 °C / Inert atmosphere

4.1: 1H-imidazole / dichloromethane / 3 h / 0 °C / Inert atmosphere

5.1: dmap; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / benzene / Inert atmosphere

6.1: camphor-10-sulfonic acid / methanol; dichloromethane / 1 h / 0 °C / Inert atmosphere

7.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 6 h / Inert atmosphere

7.2: 0.17 h / Inert atmosphere

8.1: samarium diiodide / tetrahydrofuran; benzene / 4 h / 20 °C / Inert atmosphere

8.2: 0.25 h

With 1H-imidazole; triisopropoxytitanium(IV) chloride; dmap; n-butyllithium; samarium diiodide; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; 2-iodoxybenzoic acid; trimethylaluminum; cyclopentylmagnesium chloride; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; benzene; 3.1: Negishi coupling reaction / 5.1: Yamaguchi reaction;

DOI:10.1021/jo202119p

Reference yield:

methyl (2S,3E)-2-(dimethyl(phenyl)silyl)pent-3-enoate → C44H57N3O7Si (318279-50-4) + C44H57N3O7Si (1346661-79-7)

Guidance literature:

Multi-step reaction with 8 steps

1.1: titanium tetrachloride / dichloromethane / 72 h / -20 °C / Inert atmosphere

2.1: trimethylaluminum / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2.2: 5 h / Inert atmosphere; Reflux

3.1: triisopropoxytitanium(IV) chloride; n-butyllithium; cyclopentylmagnesium chloride / diethyl ether / -78 - -30 °C / Inert atmosphere

4.1: 1H-imidazole / dichloromethane / 3 h / 0 °C / Inert atmosphere

5.1: dmap; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / benzene / Inert atmosphere

6.1: camphor-10-sulfonic acid / methanol; dichloromethane / 1 h / 0 °C / Inert atmosphere

7.1: 2-iodoxybenzoic acid / dimethyl sulfoxide / 6 h / Inert atmosphere

7.2: 0.17 h / Inert atmosphere

8.1: samarium diiodide / tetrahydrofuran; benzene / 4 h / 20 °C / Inert atmosphere

8.2: 0.25 h

With 1H-imidazole; triisopropoxytitanium(IV) chloride; dmap; n-butyllithium; samarium diiodide; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; 2-iodoxybenzoic acid; trimethylaluminum; titanium tetrachloride; cyclopentylmagnesium chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; benzene; 3.1: Negishi coupling reaction / 5.1: Yamaguchi reaction;

DOI:10.1021/jo202119p

upstream raw materials:

2-dichloromethyl-4,5-dihydrooxazole-4-carboxylic acid methyl ester

C₆H₈N₂O₂

(S)-1-(tert-butyldimethylsilyloxy)hex-4-yn-3-ol

rac-1-(tert-butyldimethylsilyloxy)hex-4-yn-3-ol